Synthesis and Structure Revision of Nakiterpiosin

被引:108
作者
Gao, Shuanhu [1 ]
Wang, Oiaoling [1 ]
Chen, Chuo [1 ]
机构
[1] Univ Texas SW Med Ctr Dallas, Dept Biochem, Dallas, TX 75390 USA
关键词
ASYMMETRIC TRANSFER HYDROGENATION; PHOTO-NAZAROV CYCLIZATION; NOR-D-HOMOSTEROIDS; AROMATIC KETONES; ALDOL REACTION; REARRANGEMENT; VERATRAMINE; ALDEHYDES; ORGANOSTANNANES; CYCLOPAMINE;
D O I
10.1021/ja808110d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This manuscript describes a convergent synthesis and the revision of the relative stereochemistry of nakiterpiosin, a marine C-nor-D-homosteroid. Our synthesis features a late-stage carbonylative Stille cross-coupling reaction and a photo-Nazarov cyclization reaction that deliver the complete nakiterpiosin skeleton efficiently.
引用
收藏
页码:1410 / +
页数:4
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