Total synthesis of(-)-pateamine, a novel polyene bis-macrolide with immunosuppressive activity from the sponge Mycale sp.

被引:29
作者
Remuiñán, MJ [1 ]
Pattenden, G [1 ]
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
关键词
D O I
10.1016/S0040-4039(00)01241-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise and convergent synthesis of the polyene thiazole-containing 19-membered bis-lactone (-)-pateamine 1 is described. The synthesis features both the intra- and intermolecular Stille sp(2)-sp(2) coupling reactions to elaborate the E,Z-diene macrolide core and the side-chain all-E polyene portion of the natural product, and highlights the scope for enantiopure sulfinimine intermediates in the synthesis of chiral beta-amino ester moieties in complex structures. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7367 / 7371
页数:5
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