Stereospecific syntheses of 5-alkyl-3-ethoxy-2-((phenylchalcogeno)methylene)tetrahydrofurans

被引：14

作者：

Yoshimatsu, M

Naito, M

Shimizu, H

Muraoka, O

Tanabe, G

Kataoka, T

机构：

[1] GIFU PHARMACEUT UNIV,GIFU 502,JAPAN

[2] KINKI UNIV,FAC PHARMACEUT SCI,HIGASHIOSAKA,OSAKA 577,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 23期

关键词：

D O I：

10.1021/jo961071c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Ethoxy-4-(phenylchalcogeno)but-3-ynyl ketones 1-10 were reduced with LiBH4 in Et(2)O diastereoselectively to give 5-(phenylchalcogeno)pent-4-yn-1-ols 11-20. Treatment of the phenylchalcogen-substituted alkynyl alcohols 11-20 with t-BuOK in t-BuOH provided useful (Z)-2-((phenylchalcogeno)methylene)tetrahydrofurans 21-31 stereoselectively.

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页码：8200 / 8206

页数：7

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