ETA-1-(1S, 2E)-1-(N,N-DIISOPROPYLCARBAMOYLOXY)-3-TRIMETHYLSILYLALLYLLITHIUM.(-)-SPARTEINE - STRUCTURE OF A CHIRAL, CARBAMOYLOXY-SUBSTITUTED ALLYLLITHIUM COMPOUND

被引:86
作者
MARSCH, M
HARMS, K
ZSCHAGE, O
HOPPE, D
BOCHE, G
机构
[1] UNIV MARBURG, FACHBEREICH CHEM, HANS MEERWEIN STR, W-3550 MARBURG, GERMANY
[2] UNIV KIEL, INST ORGAN CHEM, W-2300 KIEL 1, GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 03期
关键词
D O I
10.1002/anie.199103211
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Configurationally stable lithium compounds such as 1, which are substituted by oxygen in the α‐position, are useful reagents for the stereoselective synthesis of homoallyl alcohols. Solid‐state structure and reactivity of 1 are in harmony: the preferred silylation at C1 and the steroselective reaction with aldehydes at C3 are understandable from the η1‐coordination of the Li atom at the allyl unit. Furthermore, the unusually long C1O1 distance (147.6 pm) confirms earlier ab initio studies. (Figure Presented.) Copyright © 1991 by VCH Verlagsgesellschaft mbH, Germany
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页码:321 / 323
页数:3
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