A Five-Step Total Synthesis of Parvistone B

被引:8
|
作者
Ramesh, Perla [1 ]
机构
[1] Indian Inst Chem Technol, Nat Prod Chem Div, Uppal Rd, Hyderabad 500007, Andhra Pradesh, India
来源
CHEMISTRYSELECT | 2016年 / 1卷 / 12期
关键词
Natural Products; Lactones; Maruoka allylation; Sharpless epoxidation; Ring closing metathesis; CATALYTIC ASYMMETRIC ALLYLATION; RING-CLOSING METATHESIS; CHIRAL LEWIS-ACID; BIS(((S)-BINAPHTHOXY)(ISOPROPOXY)TITANIUM) OXIDE; 2,3-EPOXY ALCOHOLS; (+)-8-METHOXYGONIODIOL; DERIVATIVES; ALDEHYDES; LACTONES;
D O I
10.1002/slct.201600578
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of a naturally occurring styryllactone secondary metabolite parvistone B has been achieved in five steps with an overall yield of 67% from readily available transcinnamaldehyde. It exhibits cytotoxicity against different human tumour cell lines. Key features of our synthetic strategy in-clude Maruoka asymmetric allylation, Sharpless epoxidation, ring-closing metathesis, and regioselective epoxide ring-opening. This synthetic strategy constitutes a step economical, atom economical and protecting group-free total synthesis.
引用
收藏
页码:3244 / 3246
页数:3
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