A NOVEL REGIODIVERGENT RESOLUTION REACTION MEDIATED BY A HOMOCHIRAL LITHIUM AMIDE BASE

被引：15

作者：

BAMBRIDGE, K

SIMPKINS, NS

CLARK, BP

机构：

[1] UNIV NOTTINGHAM,DEPT CHEM,UNIV PK,NOTTINGHAM NG7 2RD,ENGLAND

[2] ELI LILLY & CO,LILLY RES CTR LTD,WINDLESHAM GU20 6PH,SURREY,ENGLAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(00)74742-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of a racemic perhydroisoquinolone derivative 9 with the homochiral lithium amide base 3 in the presence of Me3SiCl proceeds in an regiodivergent fashion to give the two non-racemic regioisomeric enol silanes 10 and 11. Conversion of 10 into enone 15, an intermediate useful in the synthesis of the alkaloid (+)-yohimbine, was also possible.

引用

页码：8141 / 8144

页数：4

共 15 条

[1] ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES [J].