Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

被引:20
作者
Caro, Y
Torrado, M
Masaguer, CF [1 ]
Ravina, E
机构
[1] Univ Santiago de Compostela, Dept Quim Organ, Quim Farmaceut Lab, E-15782 Santiago De Compostela, Spain
[2] Univ Santiago de Compostela, Fac Farm, Drug Res & Dev Grp, E-15782 Santiago De Compostela, Spain
关键词
D O I
10.1016/j.tetasy.2003.08.016
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (1R,3R)-7a-d and (S)-3-hydroxymethyl-1-tetralones (S)-9a-d, and 3-hydroxymethyl-1-indanol 7e gave (1R,3S)3-hydroxymethyl-1-indanol (1R,3S)-7e and (R)-3-hydroxymethyl-1-indanone (R)-9e, with high enantioselectivities. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3689 / 3696
页数:8
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