Asymmetric Synthesis of (+)- and (-)-Pauciflorol F: Confirmation of Absolute Stereochemistry

被引:45
|
作者
Kerr, Daniel J. [1 ]
Miletic, Michael [1 ]
Manchala, Narasimhulu [1 ]
White, Jonathan M. [2 ]
Flynn, Bernard L. [1 ]
机构
[1] Monash Univ, Monash Inst Pharmaceut Sci, Parkville, Vic 3052, Australia
[2] Univ Melbourne, Sch Chem, Inst Bio21, Parkville, Vic 3010, Australia
关键词
VAR HANCEI ROOTS; RESVERATROL OLIGOMERS; STEM BARK; NAZAROV CYCLIZATIONS; VATICA-PAUCIFLORA; AMPELOPSIN-D; PLANT; OLIGOSTILBENES; YNAMIDES; DIMER;
D O I
10.1021/ol401752u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, formal enantioselective synthesis of (+)- and (-)-pauciflorol F has been achieved using a recently introduced oxazolidinone controlled torquoselective Nazarov reaction. The absolute stereochemistry of pauciflorol F and its biosynthetic precursors has been unambiguously confirmed using X-ray crystallography.
引用
收藏
页码:4118 / 4121
页数:4
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