STEREOCONTROL IN ALLYLBORATION REACTIONS

被引：60

作者：

HOFFMANN, RW

NIEL, G

SCHLAPBACH, A

机构：

[1] Fachbereich Chemie der Philipps-Universität, D - 3550, Marburg, Hans-Meerwein-Strasse

来源：

PURE AND APPLIED CHEMISTRY | 1990年 / 62卷 / 10期

关键词：

D O I：

10.1351/pac199062101993

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Crotyl-boronates add to aldehydes with high simple diastereoselection, such that E-crotyl-boronates give anti-homoallvl alcohols, and Z-crotyl-boronates their syn-counterparts. This reaction has been extended to stereoselective ring closure reactions by intramolecular allylboration. Moreover, by using suitably substituted crotyl boronates homoallyl alcohols having quarternary stereogenic carbon centers have been obtained with good diastereoselection. The development of chiral crotyl boronate reagents, having an additional stereogenic center o to the boron atom, allowed reactions with aldehydes to be accomplished with full transfer of chirality; i.e. control of the absolute configuration of the products. © 1990, IUPAC.

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页码：1993 / 1998

页数：6

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