Pinacol cross coupling reactions of ethyl 2-alkyl-2-formylpropionates. Stereoselective synthesis of 2,2,4-trialkyl-3-hydroxy-gamma-butyrolactones.

被引:0
|
作者
Kang, M [1 ]
Park, J [1 ]
Pedersen, SF [1 ]
机构
[1] UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94706
关键词
pinacol coupling; vanadium; lactone; diol;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intermolecular pinacol coupling of ethyl 2-alkyl-2-formylpropionates (2) (i.e. EtOC(O)CR(1)MeCHO) with non-chelating aldehydes provides high yields of three diols. The reaction is promoted by vanadium(II) ions which are conveniently generated in situ from VCl3(THF)(3) and zinc dust. High diastereofacial selectivity is observed when starting with chiral 2, or chiral non-chelating aldehydes.
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页码:41 / &
页数:4
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