共 130 条
Chiral non-racemic bicyclic lactams. Auxiliary-based asymmetric reactions
被引:228
作者:

Groaning, MD
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

Meyers, AI
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
机构:
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
来源:
基金:
美国国家科学基金会;
美国国家卫生研究院;
关键词:
D O I:
10.1016/S0040-4020(00)00926-1
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The chiral non-racemic bicyclic lactam has proven to be an exceptionally versatile chiral template for the asymmetric construction of a variety of optically pure compounds. Those lactams derived from keto acids have been applied to the synthesis of a host of natural products and pharmacologically interesting heterocycles and carbocycles. A variety of mechanistic questions regarding facial stereo-control have been investigated using the chiral template as the key probe. However, further elucidation of the subtle mechanistic principles involved await further study.
引用
收藏
页码:9843 / 9873
页数:31
相关论文
共 130 条
[1]
CHIRAL PRECURSORS FOR THE SYNTHESIS OF ENANTIOMERICALLY PURE PIPERIDINES - TOTAL SYNTHESIS OF (R)-(-)-CONIINE
[J].
AMAT, M
;
LLOR, N
;
BOSCH, J
.
TETRAHEDRON LETTERS,
1994, 35 (14)
:2223-2226

AMAT, M
论文数: 0 引用数: 0
h-index: 0
机构: Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona

LLOR, N
论文数: 0 引用数: 0
h-index: 0
机构: Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona

BOSCH, J
论文数: 0 引用数: 0
h-index: 0
机构: Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona
[2]
Synthesis of enantiopure trans-3,4-disubstituted piperidines.: An enantiodivergent synthesis of (+)- and (-)-paroxetine
[J].
Amat, M
;
Bosch, J
;
Hidalgo, J
;
Cantó, M
;
Pérez, M
;
Llor, N
;
Molins, E
;
Miravitlles, C
;
Orozco, M
;
Luque, J
.
JOURNAL OF ORGANIC CHEMISTRY,
2000, 65 (10)
:3074-3084

Amat, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Bosch, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Hidalgo, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Cantó, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Pérez, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Llor, N
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Molins, E
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Miravitlles, C
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Orozco, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

Luque, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
[3]
New chiral non-racemic piperidine-derived epoxy lactams
[J].
Amat, M
;
Llor, N
;
Hidalgo, J
;
Bosch, J
;
Molins, E
;
Miravitlles, C
.
TETRAHEDRON-ASYMMETRY,
1996, 7 (09)
:2501-2504

Amat, M
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN

Llor, N
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN

Hidalgo, J
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN

Bosch, J
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN

Molins, E
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN

Miravitlles, C
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN
[4]
Preparation of enantiopure 6-(3-indolyl)-2-piperidones and conjugate additions to a 3,4-didehydro derivative
[J].
Amat, M
;
Llor, N
;
Bosch, J
;
Solans, X
.
TETRAHEDRON,
1997, 53 (02)
:719-730

Amat, M
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN

Llor, N
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN

论文数: 引用数:
h-index:
机构:

Solans, X
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN UNIV BARCELONA,FAC GEOL,DEPT CRYSTALLOG,E-08028 BARCELONA,SPAIN
[5]
Torsional and steric effects control the stereoselectivities of alkylations of pyrrolidinone enolates
[J].
Ando, K
;
Green, NS
;
Li, Y
;
Houk, KN
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999, 121 (22)
:5334-5335

Ando, K
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

Green, NS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

Li, Y
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

Houk, KN
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[6]
ASYMMETRIC CONJUGATE ADDITIONS TO CHIRAL BICYCLIC LACTAMS - A STEREOSELECTIVE, CONCISE SYNTHESIS OF CHIRAL 2-ALKYL-3,4-AZIRIDINOPYRROLIDINES
[J].
ANDRES, CJ
;
MEYERS, AI
.
TETRAHEDRON LETTERS,
1995, 36 (20)
:3491-3494

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

MEYERS, AI
论文数: 0 引用数: 0
h-index: 0
机构:
COLORADO STATE UNIV, DEPT CHEM, FT COLLINS, CO 80523 USA COLORADO STATE UNIV, DEPT CHEM, FT COLLINS, CO 80523 USA
[7]
NON-METALLOCATALYZED EPOXIDATION OF CHIRAL UNSATURATED LACTAMS BY TERTIARY AMINE N-OXIDES
[J].
ANDRES, CJ
;
SPETSERIS, N
;
NORTON, JR
;
MEYERS, AI
.
TETRAHEDRON LETTERS,
1995, 36 (10)
:1613-1616

ANDRES, CJ
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

SPETSERIS, N
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

NORTON, JR
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
[8]
Asymmetric synthesis of the core cyclopentane of viridenomycin
[J].
Arrington, MP
;
Meyers, AI
.
CHEMICAL COMMUNICATIONS,
1999, (15)
:1371-1372

Arrington, MP
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

Meyers, AI
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
[9]
ASYMMETRIC-SYNTHESIS OF SPIRO 2-PYRROLIDIN-5-ONES AND 2-PIPERIDIN-6-ONES
[J].
BAHAJAJ, AA
;
BAILEY, PD
;
MOORE, MH
;
MORGAN, KM
;
VERNON, JM
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1994, (21)
:2511-2512

BAHAJAJ, AA
论文数: 0 引用数: 0
h-index: 0
机构: UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND

BAILEY, PD
论文数: 0 引用数: 0
h-index: 0
机构: UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND

MOORE, MH
论文数: 0 引用数: 0
h-index: 0
机构: UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND

MORGAN, KM
论文数: 0 引用数: 0
h-index: 0
机构: UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND

VERNON, JM
论文数: 0 引用数: 0
h-index: 0
机构: UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
[10]
STRUCTURE RELATION OF CONJUGATED CYCLOALKENONES AND THEIR KETALS
[J].
BECKER, D
;
BRODSKY, NC
;
KALO, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1978, 43 (13)
:2557-2562

BECKER, D
论文数: 0 引用数: 0
h-index: 0

BRODSKY, NC
论文数: 0 引用数: 0
h-index: 0

KALO, J
论文数: 0 引用数: 0
h-index: 0