[1-(Phenylseleno)alkyl]stannanes−Mixed Selenium/Tin Analogs of Acetals: Preparation from α-Hydroxystannanes and Use for Generating Selenium-Stabilized Carbanions

详细信息    查看全文

• 作者：Shimal C. Fernandopulle ; Derrick L. J. Clive ; Maolin Yu
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：August 1, 2008
• 年：2008
• 卷：73
• 期：15
• 页码：6018-6021
• 全文大小：179K
• 年卷期：v.73,no.15(August 1, 2008)
• ISSN：1520-6904

文摘

Selenium-stabilized carbanions are available by a route that does not involve acid-catalyzed formation of selenoacetals. Aldehydes are converted first into α-hydroxystannanes and then into α-(phenylseleno)stannanes. Treatment with BuLi affords selenium-stabilized carbanions by preferential Sn/Li exchange.