Coupling of alkynyl organometallics with 4-acetoxy-1,3-dioxanes: Synthesis of propargylic and allylic anti-1,3-diols

被引：12
|
作者：
Powell, NA [1 ]
Rychnovsky, SD [1 ]
机构：
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 20期
关键词：
D O I：
10.1016/S0040-4039(98)00512-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Alkynyl diethylalanes and stannanes couple with 4-acetoxy-1,3-dioxane 1 in the presence of BF3 . OEt2 to give acetal protected propargylic anti-1,3-diols 2 in high yield, with exquisite diastereoselectivity and little acetal epimerization. These propargylic dioxanes 2 are useful intermediates for further diastereoselective reactions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3103 / 3106
页数：4
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