Palladium(0) catalyzed enantioselective rearrangement of O-allylic thiocarbamates to S-allylic thiocarbamates:: asymmetric synthesis of allylic thiols

被引：48
作者：
Böhme, A [1 ]
Gais, HJ [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
来源：
TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 13期
关键词：
D O I：
10.1016/S0957-4166(99)00263-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The Pd(0) catalyzed rearrangement of the O-allylic thiocarbamates rac-2a, rac-2b and rac-4 in the presence of the chiral bisphosphane 5 proceeded quantitatively and gave the S-allylic thiocarbamates 6a, 6b and 7, respectively, with 91, 92 and 97% ee, respectively, in high yields. Saponification of the S-allylic thiocarbamate 7 furnished the allylic thiol 9 with 97% ee. (C) 1999 Elsevier Science Ltd. All rights reserved.
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页码：2511 / 2514
页数：4
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