Preparation of 5-hydroxy-1-alkenyboronates from 1-alkynylboronates, Cp2ZrCl2/2EtMgBr, and aldehydes

被引:20
作者
Quntar, AA [1 ]
Srebnik, M [1 ]
机构
[1] Hebrew Univ Jerusalem, Sch Pharm, Dept Nat Prod & Med Chem, IL-91120 Jerusalem, Israel
关键词
D O I
10.1021/ol0483504
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Alkynylboronates form five-membered zirconacycles with Cp2ZrCl2/2-EtMgBr as indicated by deuterium labeling. The zirconacycles add aldehydes to form seven-membered zirconacycles. Hydrolysis of the latter provides 5-hydroxy-1-alkenylboronates in fair to good isolated yields. Both aliphatic and aromatic aldehydes undergo insertion.
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收藏
页码:4243 / 4244
页数:2
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