ASYMMETRIC AZA-DIELS-ALDER REACTION USING THE CHIRAL 1-PHENYL-ETHYL IMINE OF METHYL GLYOXYLATE

被引：121

作者：

STELLA, L ^{[1
]}

ABRAHAM, H ^{[1
]}

FENEAUDUPONT, J ^{[1
]}

TINANT, B ^{[1
]}

DECLERCQ, JP ^{[1
]}

机构：

[1] UNIV CATHOLIQUE LOUVAIN,CHIM PHYS & CRISTALLOCHIM LAB,B-1348 LOUVAIN,BELGIUM

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 18期

关键词：

D O I：

10.1016/0040-4039(90)80136-A

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Diels-Alder reaction between cyclopentadiene and the chiral 1-phenyl-ethyl imine of methyl glyoxylate takes place very easily by activation with trifluoroacetic acid and boron trifluoride etherate to provide diastereoselectively (total face selectivity and up to 98% exo selectivity) a near quantitative yield of 3-exocarbomethoxy -N-α-methylbenzyl-2-aza-5-norbornene adduct 4 resulting from unlike topicity. © 1990.

引用

页码：2603 / 2606

页数：4

共 30 条

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