Stereoselective total synthesis of (-)-(5S,8R,13S,16R)-pyrenophorol

被引:12
|
作者
Edukondalu, Perugu [1 ]
Sreenivasulu, Reddymasu [1 ]
Chiranjeevi, Barreddi [2 ]
Kumar, Vuppula Naresh [3 ]
Raju, Rudraraju Ramesh [1 ]
机构
[1] Acharya Nagarjuna Univ, Dept Chem, Nagarjuna Nagar 522510, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Inorgan & Phys Chem Div, Hyderabad 500007, Andhra Pradesh, India
[3] Sri Chaitanya PG Coll, Dept Chem, Godavarikhani 505209, India
来源
MONATSHEFTE FUR CHEMIE | 2015年 / 146卷 / 08期
关键词
(S)-Propylene epoxide; Cross-metathesis reaction; Intermolecular Mitsunobu cyclization; (-)-Pyrenophorol; MACRODIOLIDE PYRENOPHOROL; COLLETOTRICHUM-CAPSICI; SECONDARY METABOLITES; KINETIC RESOLUTION; TERMINAL EPOXIDES; (-)-PYRENOPHOROL; COLLETODIOL; DILACTONE; PRODUCTS;
D O I
10.1007/s00706-014-1406-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of 16-membered C (2)-symmetric dilactone (-)-(5S,8R,13S,16R)-pyrenophorol was accomplished starting from enantiomerically pure propylene oxide prepared by hydrolytic kinetic resolution of (+/-)-propylene oxide with key steps of cross-metathesis and intermolecular Mitsunobu cyclization for the construction of macrolactone.
引用
收藏
页码:1309 / 1314
页数:6
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