CHEMISTRY OF TRICARBONYL HEMIKETALS AND APPLICATION OF EVANS TECHNOLOGY TO THE TOTAL SYNTHESIS OF THE IMMUNOSUPPRESSANT (-)-FK-506

被引:179
作者
JONES, TK
REAMER, RA
DESMOND, R
MILLS, SG
机构
[1] Merck Sharp & Dohme Research Laboratories, Rahway New Jersey
关键词
D O I
10.1021/ja00164a023
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Details of model studies probing the chemistry of the tricarbonyl region of FK-506 are presented, and their use in designing a successful route to this immunosuppressant is outlined. Applications of asymmetric oxazolidinone alkylation/aldol methodology to a convergent, highly flexible synthesis of the C10-C18 fragment and to improvements in the preparation of the C20-C34 segment are also discussed. © 1990, American Chemical Society. All rights reserved.
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页码:2998 / 3017
页数:20
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