1,5-ASYMMETRIC INDUCTION IN REACTIONS OF DELTA-ALKOXYALLYL-STANNANES - STEREOSELECTIVE REACTIONS WITH CHIRAL ALDEHYDES

被引：33

作者：

MCNEILL, AH ^{[1
]}

THOMAS, EJ ^{[1
]}

机构：

[1] UNIV MANCHESTER,DEPT CHEM,MANCHESTER M13 9PL,LANCS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 10期

关键词：

ALLYLSTANNANE; ALKOXYALDEHYDE; STEREOSELECTIVITY; REMOTE ASYMMETRIC INDUCTION; TIN(IV)CHLORIDE;

D O I：

10.1016/S0040-4039(00)91625-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transmetallation of (4S,2E)-4-phenylmethoxypent-2-enyl(tributyl)stannane 1 using tin(IV)chloride generates a reagent which shows excellent 1,5-stereoselectivity in reactions with aldehydes: with chiral aldehydes, the stereochemical preference of the reagent dominates the course of the reaction.

引用

页码：1369 / 1372

页数：4

共 20 条

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[7] OBSERVATIONS ON THE CHOICE OF LEWIS ACID AND MODE OF ADDITION FOR THE LEWIS ACID MEDIATED REACTION OF CROTYLTRI-NORMAL-BUTYLSTANNANE WITH ALDEHYDES - CONVENIENT AND HIGHLY SELECTIVE ACCESS TO BOTH ERYTHRO AND THREO PRODUCTS
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[8] A USEFUL NEW ENANTIOMERICALLY PURE SYNTHON FROM MALIC-ACID - CHELATION-CONTROLLED ACTIVATION AS A ROUTE TO REGIOSELECTIVITY
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