CHIRAL ORGANOMETALLIC REAGENTS .6. DIASTEREOMERIC ALPHA-PHENYLSELENO ALKYLLITHIUM COMPOUNDS, GENERATION AND REACTIONS

被引：0

作者：

HOFFMANN, RW

BEWERSDORF, M

机构：

来源：

LIEBIGS ANNALEN DER CHEMIE | 1992年 / 06期

关键词：

ORGANOLITHIUM COMPOUNDS; ALPHA-SUBSTITUTED; CONFIGURATIONAL STABILITY;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The selenoacetals 4 having a chiral center in the beta-position were subjected to selenium/lithium exchange by butyllithium in ether. The resulting alpha-phenylseleno alkyllithium compounds 5 undergo rapid epimerization at -78-degrees-C. Trapping of these organolithium compounds by ketones or aldehydes appears to be faster than the epimerization. The ratio of the trapping products therefore reflects the equilibrium ratio of the diastereomeric alpha-phenylseleno alkyllithium compounds. The dependence of this equilibrium on various structural parameters has been evaluated.

引用

页码：643 / 653

页数：11

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