Influence of various promoters on the diastereoselectivity of samarium(II) iodide mediated reductive carbocyclizations of ω-iodo-α,β-unsaturated esters prepared from 2-deoxy-D-ribose

被引：10

作者：

Salari, BSF ^{[1
]}

Biboutou, RK ^{[1
]}

Bennett, SM ^{[1
]}

机构：

[1] Univ Quebec, Dept Chim & Biochim, Montreal, PQ H3C 3P8, Canada

来源：

TETRAHEDRON | 2000年 / 56卷 / 35期

基金：

加拿大自然科学与工程研究理事会;

关键词：

alkenyl halides; carbohydrates; cyclization; samarium and compounds;

D O I：

10.1016/S0040-4020(00)00583-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

omega-Iodo-alpha,beta-unsaturated esters were reduced with SmI2 or Bu3SnH under different conditions to give carbocyclic compounds in good yield. The stereoselectivity of the SmI2 cyclizations varies with the choice of promoter, the reaction temperature, the identity of the hydroxyl protecting groups and the geometry of the double bond. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6385 / 6400

页数：16

共 43 条

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