Anomeric effects of sulfones

被引：7

作者：

Chen, GW ^{[1
]}

Franck, RW ^{[1
]}

Yang, GL ^{[1
]}

Blumenstein, M ^{[1
]}

机构：

[1] CUNY Hunter Coll, Dept Chem, New York, NY 10021 USA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2002年 / 80卷 / 08期

关键词：

sulfone; tetrahydropyran; anomeric effect;

D O I：

10.1139/V02-095

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The anomeric effect of the sulfone group in tetrahydropyrans has been determined. The value is >2 kcal mol(-1), which is larger than the A-value of a methyl group but less than the A-value of the sulfone in a tetrahydropyran. Hence, in an unsubstituted tetrahydropyranyl sulfone, the equatorial conformer predominates, whereas in a properly substituted methyltetrahydropyranyl sulfone, an axial sulfone is preferred over an axial methyl group.

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收藏

页码：894 / 899

页数：6

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