Total synthesis of uvaricin

被引:56
作者
Yazbak, A
Sinha, SC
Keinan, E
机构
[1] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
[2] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel
关键词
D O I
10.1021/jo980453a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of naturally occurring (+)-uvaricin was achieved using three consecutive Sharpless asymmetric dihydroxylation (AD) reactions to place the necessary oxygen functions on a "naked" carbon skeleton in a regio- and enantioselectively controlled manner. The appropriate bis-THF ring system was constructed using a Williamson type etherification reaction on a functionalized bis-mesylate intermediate.
引用
收藏
页码:5863 / 5868
页数:6
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