Synthesis of P-Stereogenic Phospholene Boranes via Asymmetric Deprotonation and Ring-Closing Metathesis

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• 作者：Xiao Wu ; Peter O鈥橞rien ; Simon Ellwood ; Francesco Secci ; Brian Kelly
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：January 4, 2013
• 年：2013
• 卷：15
• 期：1
• 页码：192-195
• 全文大小：251K
• 年卷期：v.15,no.1(January 4, 2013)
• ISSN：1523-7052

文摘

The first examples of the asymmetric synthesis of P-stereogenic vinylic phospholene boranes are described. The synthetic approach is concise and flexible. The route involves (i) asymmetric deprotonation鈥揳llylation of a dimethyl phosphine borane; (ii) telescoped regioselective deprotonation, paraformaldehyde trapping, and hydroxyl group elimination to give a diene; and (iii) ring-closing metathesis.