One pot Michael addition, vinylsulfone isomerization and alkynyl to alkenyl triple bond reduction. Synthesis of a carbasugar related to Rancinamycin III

被引:19
作者
Arjona, O [1 ]
Borrallo, C [1 ]
Iradier, F [1 ]
Medel, R [1 ]
Plumet, J [1 ]
机构
[1] Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
关键词
D O I
10.1016/S0040-4039(98)00109-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclohexenylsulfones 2 show a different behaviour in their reactions with Na/MeOH system depending on the nature of protecting groups R. In the case of R = TMS, the observed sequence Michael addition-vinylsulfone isomerization-alkynyl to alkenyl reduction has been used for the synthesis of a carbasugar related to the antibiotic Rancinamycin III. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1977 / 1980
页数:4
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