共 54 条
Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol
被引:57
作者:

Faulkner, Adele
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Scott, James S.
论文数: 0 引用数: 0
h-index: 0
机构:
AstraZeneca, Macclesfield SK10 4TG, Cheshire, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Bower, John F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
机构:
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
[2] AstraZeneca, Macclesfield SK10 4TG, Cheshire, England
基金:
英国工程与自然科学研究理事会;
关键词:
KETONE O-PENTAFLUOROBENZOYLOXIMES;
HECK REACTIONS;
ENANTIOSELECTIVE SYNTHESIS;
AMMONIUM-SALTS;
DERIVATIVES;
REARRANGEMENT;
INSERTION;
ALKYNES;
PHOSPHORAMIDITES;
STEREOCENTERS;
D O I:
10.1039/c2cc38944d
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
We report efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to alpha,alpha-disubstituted pyrrolidine derivatives. We also demonstrate that catalytic asymmetric variants of this chemistry are feasible by employing a suitable chiral ligand.
引用
收藏
页码:1521 / 1523
页数:3
相关论文
共 54 条
[1]
Bronsted Acid Catalyzed Enantioselective α-Amidoalkylation in the Synthesis of Isoindoloisoquinolines
[J].
Aranzamendi, Eider
;
Sotomayor, Nuria
;
Lete, Esther
.
JOURNAL OF ORGANIC CHEMISTRY,
2012, 77 (06)
:2986-2991

Aranzamendi, Eider
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain

Sotomayor, Nuria
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain

Lete, Esther
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain Univ Basque Country, Dept Quim Organ 2, Fac Ciencia & Tecnol, Bilbao 48080, Spain
[2]
ASYMMETRIC-SYNTHESIS OF GAMMA,GAMMA-DIALKYL-GAMMA-AMINOBUTYRIC ACID ANALOGS AND 2,2-DISUBSTITUTED PYRROLIDINES - CONTROL OF STEREOCHEMISTRY IN AMINAL RING-OPENING BY VARYING THE EXTENT OF ALLYLIC 1,3-STRAIN
[J].
BURGESS, LE
;
MEYERS, AI
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991, 113 (26)
:9858-9859

BURGESS, LE
论文数: 0 引用数: 0
h-index: 0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523 COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

MEYERS, AI
论文数: 0 引用数: 0
h-index: 0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523 COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
[3]
Stereoselective synthesis of quaternary proline analogues
[J].
Calaza, M. Isabel
;
Cativiela, Carlos
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2008, 2008 (20)
:3427-3448

Calaza, M. Isabel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, Dept Quim Organ, Inst Ciencia Mat Aragon, CSIC, E-50009 Zaragoza, Spain Univ Zaragoza, Dept Quim Organ, Inst Ciencia Mat Aragon, CSIC, E-50009 Zaragoza, Spain

Cativiela, Carlos
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, Dept Quim Organ, Inst Ciencia Mat Aragon, CSIC, E-50009 Zaragoza, Spain Univ Zaragoza, Dept Quim Organ, Inst Ciencia Mat Aragon, CSIC, E-50009 Zaragoza, Spain
[4]
Catalytic, Enantioselective Intramolecular Hydroamination of Primary Amines Tethered to Di- and Trisubstituted Alkenes
[J].
Chapurina, Yulia
;
Ibrahim, Houssein
;
Guillot, Regis
;
Kolodziej, Emilie
;
Collin, Jacqueline
;
Trifonov, Alexander
;
Schulz, Emmanuelle
;
Hannedouche, Jerome
.
JOURNAL OF ORGANIC CHEMISTRY,
2011, 76 (24)
:10163-10172

Chapurina, Yulia
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France
Russian Acad Sci, GA Razuvaev Inst Organometall Chem, Nizhnii Novgorod 603600, Russia Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

Ibrahim, Houssein
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

Guillot, Regis
论文数: 0 引用数: 0
h-index: 0
机构:
CNRS, F-91405 Orsay, France Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

Kolodziej, Emilie
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France
CNRS, F-91405 Orsay, France Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

Collin, Jacqueline
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France
CNRS, F-91405 Orsay, France Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

Trifonov, Alexander
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, GA Razuvaev Inst Organometall Chem, Nizhnii Novgorod 603600, Russia Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

论文数: 引用数:
h-index:
机构:

Hannedouche, Jerome
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France
CNRS, F-91405 Orsay, France Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France
[5]
Synthesis of 1-azaazulenes from cycloheptatrienylmethyl ketone O-pentafluorobenzoyloximes by palladium-catalyzed cyclization and oxidation
[J].
Chiba, S
;
Kitamura, M
;
Saku, O
;
Narasaka, K
.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,
2004, 77 (04)
:785-796

Chiba, S
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

Kitamura, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

Saku, O
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

Narasaka, K
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
[6]
Catalytic asymmetric synthesis of quaternary carbons bearing two aryl substituents. Enantioselective synthesis of 3-alkyl-3-aryl oxindoles by catalytic asymmetric intramolecular Heck reactions
[J].
Dounay, AB
;
Hatanaka, K
;
Kodanko, JJ
;
Oestreich, M
;
Overman, LE
;
Pfeifer, LA
;
Weiss, MM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003, 125 (20)
:6261-6271

Dounay, AB
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Hatanaka, K
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Kodanko, JJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Oestreich, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Overman, LE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Pfeifer, LA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

Weiss, MM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
[7]
A formal synthesis of (-)-cephalotaxine
[J].
Esmieu, William R.
;
Worden, Stephen M.
;
Catterick, David
;
Wilson, Claire
;
Hayes, Christopher J.
.
ORGANIC LETTERS,
2008, 10 (14)
:3045-3048

Esmieu, William R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Worden, Stephen M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Catterick, David
论文数: 0 引用数: 0
h-index: 0
机构:
GlaxoSmithKline Inc, Old Powder Mills, Tonbridge TN11 9AN, Kent, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Wilson, Claire
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Hayes, Christopher J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[8]
Highly Stereoselective Metal-Free Oxyaminations Using Chiral Hypervalent Iodine Reagents
[J].
Farid, Umar
;
Wirth, Thomas
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2012, 51 (14)
:3462-3465

Farid, Umar
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales

论文数: 引用数:
h-index:
机构:
[9]
Highly Efficient Narasaka-Heck Cyclizations Mediated by P(3,5-(CF3)2C6H3)3: Facile Access to N-Heterobicyclic Scaffolds
[J].
Faulkner, Adele
;
Bower, John F.
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2012, 51 (07)
:1675-1679

Faulkner, Adele
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

Bower, John F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
[10]
Phosphoramidites: Marvellous ligands in catalytic asymmetric conjugate addition
[J].
Feringa, BL
.
ACCOUNTS OF CHEMICAL RESEARCH,
2000, 33 (06)
:346-353

Feringa, BL
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands