Studies in marine macrolide synthesis: Construction of a 24-membered macrocyclic intermediate for aplyronine A

被引:31
作者
Paterson, I [1 ]
Woodrow, MD [1 ]
Cowden, CJ [1 ]
机构
[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England
关键词
D O I
10.1016/S0040-4039(98)01192-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C-1-C-27 macrolide 2, which contains 11 stereocentres and 4 double bonds, was constructed by an efficient 3-component coupling followed by a macrolactonisation/isomerization sequence. Key steps were the alkylation of the dianion of phosphonate 5 with iodide 7 and a Ba(OH)(2)-mediated HWE reaction with 6 to install the trisubstituted double bond. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6041 / 6044
页数:4
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