Stereoselective Synthesis of the Monomeric Unit of Actin Binding Macrolide Rhizopodin

被引:33
|
作者
Pulukuri, Kiran Kumar [1 ]
Chakraborty, Tushar Kanti [1 ]
机构
[1] CSIR Cent Drug Res Inst, Lucknow 226001, Uttar Pradesh, India
关键词
BETA-ALKOXY ALDEHYDES; STEREOCONTROLLED SYNTHESIS; 1,3-ASYMMETRIC INDUCTION; SELECTIVE DEPROTECTION; SECONDARY ALCOHOLS; ADDITION-REACTIONS; SWINHOLIDE-A; ACID; MYXOBACTERIA; CONVENIENT;
D O I
10.1021/ol301103d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, scalable, and stereocontrolled synthesis of the entire carbon framework of an actin binding dimeric macrolide rhizopodin has been accomplished in its protected form. The key features of our synthesis include a titanium catalyzed anti acetal aldol reaction, a substrate controlled diastereoslelective prenyl stannylation, a Mukaiyama aldol reaction, an indium mediated diastereoselective propargylation, and an advanced stage Stille coupling reaction.
引用
收藏
页码:2858 / 2861
页数:4
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