A formal synthesis of psymberin

被引:73
作者
Shangguan, Ning [1 ]
Kiren, Sezgin [1 ]
Williams, Lawrence J. [1 ]
机构
[1] Rutgers State Univ, Dept Chem & Biol Chem, Piscataway, NJ 08854 USA
关键词
D O I
10.1021/ol063143k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin.
引用
收藏
页码:1093 / 1096
页数:4
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