Stereoselective Barbier-Type Allylations and Propargylations Mediated by CpTiCl3

被引:8
|
作者
Lopez-Martinez, Josefa L. [1 ]
Torres-Garcia, Irene [1 ]
Rodriguez-Garcia, Ignacio [1 ]
Munoz-Dorado, Manuel [1 ]
Alvarez-Corral, Miriam [1 ]
机构
[1] Univ Almeria, Dept Quim Organ, CeiA3, Almeria 04120, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 02期
关键词
ASYMMETRIC ALLYLATION; ALDEHYDES; COMPLEXES;
D O I
10.1021/acs.joc.8b02643
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
CpTiCl2, prepared in situ by manganese reduction of CpTiCl3, is an excellent new system for the Barbier-type allylation and propargylation of carbonyl compounds. It can be used in catalytic amounts when combined with Et3N center dot HBr/TMSBr, which acts as a regenerating system. The high regio- and stereoselectivity shown by this system makes it useful for prenylation and crotylation processes in the synthesis of natural products.
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页码:806 / 816
页数:11
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