Total synthesis of phorboxazole A. 2. assembly of subunits and completion of the synthesis

被引:22
作者
White, James D. [1 ]
Lee, Tae Hee [1 ]
Kuntiyong, Punlop [1 ]
机构
[1] Oregon State Univ, Dept Chem, Corvallis, OR 97331 USA
关键词
D O I
10.1021/ol062531j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Subunits of phorboxazole A containing C1-C2, C3-C8, C9-C19, C20-C32, C33-C41, and C42-C46 were connected in a sequence that first linked C32 with C33 and then C41 with C42. A C3-C8 fragment was joined to C9-C19, and the assembled unit was then joined with the left half of 1. Closure of the macrolide was accomplished by esterification of the C24 alcohol followed by intramolecular Horner-Wadsworth-Emmons condensation to set the (E)-C2-C3 alkene.
引用
收藏
页码:6043 / 6046
页数:4
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