Functionalized carbo- and heterocycles via Pt-catalyzed asymmetric alkoxycyclization of 1,6-enynes

被引:107
作者
Charruault, L
Michelet, V
Taras, R
Gladiali, S
Genêt, JP
机构
[1] ENSCP, Lab Synth Select Organ & Prod Nat, F-75231 Paris 05, France
[2] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy
关键词
D O I
10.1039/b400908h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This paper describes the asymmetric version of highly atom-economical alkoxycyclization of 1,6-enynes, using a combination of silver salts with the Pt(II)/(R)-Ph-BINEPINE system.
引用
收藏
页码:850 / 851
页数:2
相关论文
共 34 条
[1]   The behavior of 1,n-enynes in the presence of transition metals [J].
Aubert, C ;
Buisine, O ;
Malacria, M .
CHEMICAL REVIEWS, 2002, 102 (03) :813-834
[2]   Enzyme-assisted asymmetric total synthesis of (-)-podophyllotoxin and (-)-picropodophyllin [J].
Berkowitz, DB ;
Choi, S ;
Maeng, JH .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (03) :847-860
[3]   (dppe)Pt(OTf)2 and (R-BINAP)Pt(OTf)2 Lewis acids catalyze the Diels-Alder reaction by different mechanisms [J].
Brunkan, NM ;
Gagné, MR .
ORGANOMETALLICS, 2002, 21 (08) :1576-1582
[4]  
Cao P, 2000, ANGEW CHEM INT EDIT, V39, P4104, DOI 10.1002/1521-3773(20001117)39:22<4104::AID-ANIE4104>3.0.CO
[5]  
2-X
[6]   Pd-catalyzed route to (±)-podophyllotoxin skeleton.: Synthesis of the aryltetralin derivative [J].
Charruault, L ;
Michelet, V ;
Genêt, JP .
TETRAHEDRON LETTERS, 2002, 43 (27) :4757-4760
[7]  
CHARRUAULT L, UNPUB
[8]  
FIAUD JC, 1977, STEREOCHEMISTRY, V3, P5194
[9]   A "hard/soft" mismatch enables catalytic Friedel-Crafts acylations [J].
Fürstner, A ;
Voigtländer, D ;
Schrader, W ;
Giebel, D ;
Reetz, MT .
ORGANIC LETTERS, 2001, 3 (03) :417-420
[10]   Carbohydroxypalladation reactions in aqueous medium: An efficient route to 3-(1-hydroxyaryl)tetrahydrofurans. [J].
Galland, JC ;
Savignac, M ;
Genet, JP .
TETRAHEDRON LETTERS, 1997, 38 (50) :8695-8698