Chiral cyclic beta-amino esters .1. Synthesis by diastereospecific alkylation.

被引:27
作者
Bardou, A [1 ]
Celerier, JP [1 ]
Lhommet, G [1 ]
机构
[1] UNIV PARIS 06,LAB CHIM HETEROCYCLES,CNRS,F-75252 PARIS 05,FRANCE
关键词
D O I
10.1016/S0040-4039(97)10300-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral cyclic beta-amino esters can be enantiospecifically prepared by a kinetically controled alkylation of the ester function of beta-amino esters. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8507 / 8510
页数:4
相关论文
共 11 条
[1]   AZA-ANNULATION AS A ROUTE TO HYDROXYLATED ALKALOID LIPIDS - THE SYNTHESIS OF (+/-)-PROSOPININE [J].
COOK, GR ;
BEHOLZ, LG ;
STILLE, JR .
TETRAHEDRON LETTERS, 1994, 35 (11) :1669-1672
[2]   ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO ACIDS [J].
DAVIES, SG ;
WALTERS, IAS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09) :1129-1139
[3]   ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS [J].
DAVIES, SG ;
ICHIHARA, O ;
WALTERS, IAS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09) :1141-1147
[4]   DIASTEREOSELECTIVE ALKYLATION OF 3-AMINOBUTANOIC ACID IN THE 2-POSITION [J].
ESTERMANN, H ;
SEEBACH, D .
HELVETICA CHIMICA ACTA, 1988, 71 (07) :1824-1839
[5]   ENANTIOSELECTIVE SYNTHESIS OF (-)-GEPHYROTOXINE-223AB [(3R,5R,9R)-3-BUTYL-5-PROPYLOCTAHYDROINDOLIZINE] [J].
FLEURANT, A ;
CELERIER, JP ;
LHOMMET, G .
TETRAHEDRON-ASYMMETRY, 1993, 4 (07) :1429-1430
[6]  
HA DC, 1996, TETRAHEDRON LETT, V32, P5723
[7]   TOTAL SYNTHESIS OF (+/-)-LYTHRANCEPINE-II AND (+/-)-LYTHRANCEPINE-III [J].
HART, DJ ;
HONG, WP ;
HSU, LY .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (21) :4665-4673
[8]   STEREOELECTRONIC CONTROLLING FEATURES OF ALLYLIC ASYMMETRY - APPLICATION TO ESTER ENOLATE ALKYLATIONS [J].
MCGARVEY, GJ ;
WILLIAMS, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (05) :1435-1437
[9]   A NOVEL ASYMMETRIC ROUTE TO CHIRAL, NONRACEMIC CIS-2,6-DISUBSTITUTED PIPERIDINES - SYNTHESIS OF (+)-PINIDINONE AND (+)-MONOMORINE [J].
MUNCHHOF, MJ ;
MEYERS, AI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (19) :5399-5400
[10]   ASYMMETRIC-SYNTHESIS OF 1-METHYL-2-(2-HYDROXYETHYL)PYRROLIDINE [J].
NIKIFOROV, T ;
STANCHEV, S ;
MILENKOV, B ;
DIMITROV, V .
HETEROCYCLES, 1986, 24 (07) :1825-1829