Stereoselective reduction of unsaturated 1,4-diketones. A practical route to chiral 1,4-diols

被引:33
作者
Bach, J [1 ]
Berenguer, R [1 ]
Garcia, J [1 ]
Loscertales, T [1 ]
Manzanal, J [1 ]
Vilarrasa, J [1 ]
机构
[1] UNIV BARCELONA, DEPT QUIM ORGAN, DIV 3, E-08028 BARCELONA, CATALONIA, SPAIN
关键词
D O I
10.1016/S0040-4039(96)02476-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthetic route to C-2-symmetric chiral 1,4-diols based on the borane-mediated oxazaborolidine-catalysed reduction of 2-ene-1,4-diones (2), of 2-yne-1,4-diones (3), and/or of Co-complexed diketones 4 is described. Good to excellent enantio- and diastereoselectivities have been obtained in the reduction of diketones 3 and 4, catalysed by ozazaborolidines 6 and 5, respectively. (C) 1997, Elsevier Science Ltd.
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页码:1091 / 1094
页数:4
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