Regioselective Nucleophilic Addition of Organometallic Reagents to 3-Geminal Bis(silyl) N-Acyl Pyridinium
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- 作者：Ya Wu ; Linjie Li ; Hongze Li ; Lu Gao ; Hengmu Xie ; Zhigao Zhang ; Zhishan Su ; Changwei Hu ; Zhenlei Song
- 刊名：Organic Letters
- 出版年：2014
- 出版时间：April 4, 2014
- 年：2014
- 卷：16
- 期：7
- 页码：1880-1883
- 全文大小：327K
- 年卷期：v.16,no.7(April 4, 2014)
- ISSN：1523-7052
文摘
A regioselective nucleophilic addition to 3-geminal bis(silyl) N-acyl pyridinium has been described. Geminal bis(silane) shows contrasting roles that lead to different regioselectivities for the addition of different nucleophiles: its steric effect dominates to favor 1,6-addition of alkyl, vinyl, and aryl organometallic reagents; its directing effect dominates to favor 1,2-addition of less sterically demanding alkynyl Grignard reagents.