DIASTEREOSELECTIVE SYNTHESIS OF TRICYCLO[3.2.1.0(2,7)]OCTANES - CHIRAL BUILDING-BLOCKS FOR TERPENES

被引：6
|
作者：
BRAUN, NA
KLEIN, I
SPITZNER, D
VOGLER, B
BORRMANN, H
SIMON, A
机构：
[1] UNIV HOHENHEIM,INST CHEM,D-70599 STUTTGART,GERMANY
[2] MAX PLANCK INST FESTKORPERFORSCH,D-70569 STUTTGART,GERMANY
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 21期
关键词：
D O I：
10.1016/0040-4039(95)00601-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
One pot cascade reactions of 3-benzyloxy-cyclohex-2-enone (1) with tert-butyl-(Z)-(+)-2-chloro- 3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-propenoate (2) lead to (1S;2R;5S;7S;8R;4'S)-tert-butyl-2-benzyloxy-8-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-6-oxo-tricyclo [3.2.1.0(2,7)]octane-1-carboxylate (3) and with (E)-(+)-2 to (1R;2S;5R;7R;8S;4'S)-4. The tricyclic compounds 3 and 4 were formed with high diastereomeric excess.
引用
收藏
页码：3675 / 3678
页数：4
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