Microwave-assisted Stille-coupling of steroidal substrates

被引:11
作者
Skoda-Földes, R
Pfeiffer, P
Horváth, J
Tuba, Z
Kollár, L
机构
[1] Univ Veszprem, Hungarian Acad Sci, Dept Organ Chem, H-8200 Veszprem, Hungary
[2] Univ Veszprem, Hungarian Acad Sci, Res Grp Petrochem, H-8200 Veszprem, Hungary
[3] Univ Pecs, Hungarian Acad Sci, Dept Inorgan Chem, H-7624 Pecs, Hungary
[4] Univ Pecs, Hungarian Acad Sci, Res Grp Chem Sensors, H-7624 Pecs, Hungary
[5] Gedeon Richter Chem Works Ltd, Chem Works, Budapest, Hungary
基金
匈牙利科学研究基金会;
关键词
steroids; 17-iodo-androst-16-ene derivatives; Stille-coupling; cycloaddition; microwave irradiation;
D O I
10.1016/S0039-128X(02)00026-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Steroidal dienes were synthesised by Stille-coupling of the corresponding alkenyl iodides with vinyltributyltin under microwave irradiation in a domestic microwave oven in drastically reduced reaction times. Rate acceleration was observed also in the one-pot Stille-coupling-Diels-Alder reaction of 17-iodo-5alpha-androst-16-ene. Stereoselectivity of cycloaddition was slightly improved with diethyl maleate as the dienophile, compared to that achieved with thermal heating. (C) 2002 Elsevier Science Inc. All rights reserved.
引用
收藏
页码:709 / 713
页数:5
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