Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis and resolution of the chiral trans-(2,5)-diphenylphospholanic acid

被引:77
作者
Guillen, F [1 ]
Fiaud, JC [1 ]
机构
[1] Univ Paris 11, Inst Chim Mol Orsay, Inst React Organ Select, F-91405 Orsay, France
关键词
phospholanes; phosphinic acid and derivatives; enantioselection; asymmetric hydrogenation;
D O I
10.1016/S0040-4039(99)00329-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and resolution of trans-(2,5)-diphenylphospholanic acid 7 is described. The phosphinic acid 7 was converted into optically active (1,2,5)-triphenylphospholane 5 which was used as a chiral ligand in Rh-catalyzed hydrogenation of N-acetyl dehydrophenylalanine methyl ester to give quantitative yield of methyl N-acetylwphenylalaninate with 82 % e.e. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
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页码:2939 / 2942
页数:4
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