玉蜀黍毒素D的全合成。
Total synthesis of ustiloxin D.
作者信息
Cao Bin, Park Haengsoon, Joullié Madeleine M
机构信息
Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
出版信息
J Am Chem Soc. 2002 Jan 30;124(4):520-1. doi: 10.1021/ja017277z.
PMID:11804473
Abstract
The total synthesis of ustiloxin D, a highly potent inhibitor of microtubule assembly, has been achieved. Notable features are the use of nucleophilic aromatic substitution (SNAr) for the construction of a chiral tertiary alkyl-aryl ether linkage, Sharpless asymmetric aminohydroxylation for the formation of the beta-hydroxytyrosine moiety, macrolactamization, and regioselective methylation.
摘要
已完成对微管装配的高效抑制剂——稻瘟菌素D的全合成。显著特点包括利用亲核芳香取代反应（SNAr）构建手性叔烷基-芳基醚键、利用夏普莱斯不对称氨羟基化反应形成β-羟基酪氨酸部分、大环内酰胺化反应以及区域选择性甲基化反应。
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