Total synthesis of the nonadjacent bis-tetrahydrofuran annonaceous acetogenin squamostatin-D

被引:36
作者
Marshall, JA [1 ]
Jiang, HJ [1 ]
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22901 USA
关键词
D O I
10.1021/jo981103r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A total synthesis of the Annonaceous acetogenin squamostatin-D is described. Key adjacent stereocenters were introduced through enantioselective addition of chiral oxygenated allylic tin and indium reagents to aldehyde subunits. The isolated stereocenter at C12 was constructed through addition of a functionalized organozinc reagent to an aldehyde subunit in the presence of a chiral bis-sulfonamide-titanium catalyst.
引用
收藏
页码:7066 / 7071
页数:6
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