ENANTIOMERICALLY ENRICHED 1-(N,N-DIISOPROPYLCARBAMOYLOXY)-1,3-DIMETHYLALLYLLITHIUM - STEREOCHEMISTRY OF THE STANNYLATION, TITANATION, AND THE HOMOALDOL REACTION

被引：42

作者：

ZSCHAGE, O ^{[1
]}

SCHWARK, JR ^{[1
]}

KRAMER, T ^{[1
]}

HOPPE, D ^{[1
]}

机构：

[1] UNIV KIEL,INST ORGAN CHEM,OLSHAUSENSTR 40-60,W-2300 KIEL 1,GERMANY

来源：

TETRAHEDRON | 1992年 / 48卷 / 39期

关键词：

CHIRAL ALLYLLITHIUM; ALLYLSTANNANES; ENANTIOSELECTIVE HOMOALDOL REACTION;

D O I：

10.1016/S0040-4020(01)86586-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrarely to our former assumption1,3, the title compounds 3 and 9 [(2E)- and (2Z)-isomer, (-)-sparteine or TMEDA complex] are substituted by means of trialkyltin halides in an anti-S(E)' process. The optically active allylstannanes, thus produced, and aldehydes undergo a stereospecific homoaldol reaction under the influence of TiCl4 which involves a second anti-S(E)' transmetallation.

引用

页码：8377 / 8388

页数：12

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