Expedient synthetic transformation of ptychantins into forskolin

被引:12
|
作者
Hagiwara, Hisahiro [1 ]
Tsukagoshi, Masashi [1 ]
Hoshi, Takashi [2 ]
Suzuki, Toshio [2 ]
Hashimoto, Toshihiro [3 ]
Asakawa, Yoshinori [3 ]
机构
[1] Niigata Univ, Grad Sch Sci & Technol, Nishi Ku, Niigata 9502181, Japan
[2] Niigata Univ, Fac Engn, Nishi Ku, Niigata 9502181, Japan
[3] Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro, Tokushima 7708514, Japan
关键词
terpenoids; total synthesis; forskolin; labdane diterpenoid;
D O I
10.1055/s-2008-1042930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Forskolin has been synthesized in 11 steps with a 17% overall yield from ptychantins A and B, which have been isolated from the liverwort Ptychanthus striatus in good yield. The I a-hydroxy group was furnished by stereoselective reduction of the corresponding carbonyl group by sodium cyanoborohydride. The 9 alpha-hydroxy group was introduced stereoselectively by epoxidation of Delta(9,11)-enol ether.
引用
收藏
页码:929 / 931
页数:3
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