Enantioselective Total Synthesis of (+)-Scuteflorin A Using Organocatalytic Asymmetric Epoxidation

被引:21
|
作者
Bartlett, Christopher J. [1 ]
Day, David P. [1 ]
Chan, Yohan [1 ]
Allin, Steven M. [2 ]
McKenzie, Michael J. [3 ]
Slawin, Alexandra M. Z. [4 ]
Page, Philip C. Bulman [1 ]
机构
[1] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England
[2] Univ Keele, Sch Phys & Geog Sci, Keele ST5 5BG, Staffs, England
[3] Charnwood Mol Ltd, Loughborough LE11 5GA, Leics, England
[4] Univ St Andrews, Sch Chem, Mol Struct Lab, St Andrews KY16 9ST, Fife, Scotland
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 01期
基金
英国工程与自然科学研究理事会;
关键词
IMINIUM SALTS; SCUTELLARIA-LATERIFLORA; ANGELICA-DECURSIVA; CANCER CELLS; STEREOSTRUCTURES; (+)-DECURSINOL; CATALYSTS; COUMARIN;
D O I
10.1021/jo2021407
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.
引用
收藏
页码:772 / 774
页数:3
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