Establishment of Relative and Absolute Configurations of Phaeosphaeride A: Total Synthesis of ent-Phaeosphaeride A

被引:23
作者
Kobayashi, Kenichi [1 ]
Kobayashi, Yukiko [1 ]
Nakamura, Misato [1 ]
Tamura, Osamu [2 ]
Kogen, Hiroshi [1 ]
机构
[1] Meiji Pharmaceut Univ, Grad Sch Pharmaceut Sci, Tokyo 2048588, Japan
[2] Showa Pharmaceut Univ, Machida, Tokyo 1948543, Japan
关键词
PROPOSED STRUCTURE; CANCER-THERAPY; STAT3;
D O I
10.1021/jo5025046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The relative and absolute configurations of phaeosphaeride A have been established via the first total synthesis of ent-phaeosphaeride A. The three contiguous stereogenic centers were installed by Sharpless asymmetric dihydroxylation and a stereoselective intramolecular vinyl anion aldol reaction. This synthesis has altered the originally proposed structure of natural phaeosphaeride A.
引用
收藏
页码:1243 / 1248
页数:6
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