THE DIASTEREOFACIAL SELECTIVITY IN THE INTRAMOLECULAR 1,4-CONJUGATE ADDITIONS GENERATING SUBSTITUTED TETRAHYDROTHIOPYRANS FOLLOWS THE CIEPLAK MODEL

被引：10

作者：

GUNG, BW

FRANCIS, MB

机构：

[1] Department of Chemistry, Miami University Oxford

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 15期

关键词：

D O I：

10.1016/0040-4039(95)00344-C

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Alkyl-3-Alkoxytetrahydrothiopyrans were prepared by intramolecular Michael additions. The predominant cis product stereochemistry is consistent with the Cieplak model. A low-energy sigma(double dagger)* orbital originating from the sulfur nucleophile was proposed. The solvent effect was also discussed.

引用

页码：2579 / 2582

页数：4

共 8 条

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