Synthesis and Biological Activity of Optically Active Phenylbutenoid Dimers

The total synthesis of optically active phenylbutenoid dimers 1, 3, and ent-3 is described. The key step to access optically active cyclohexene rings was achieved by Diels–Alder reaction of chiral acryloyloxazolinone 9 and phenylbetadiene 10.

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2011-08, Vol.74 (8), p.1817-1821
Main Authors: Chu, Jeonghyun, Suh, Dong Hoon, Lee, Gehyung, Han, Ah-Reum, Chae, Song Wha, Lee, Hwa Jeong, Seo, Eun-Kyoung, Lim, Hee-Jong
Format: Article
Language:English
Subjects:
Antineoplastic agents
Benzene Derivatives - chemical synthesis
Benzene Derivatives - chemistry
Benzene Derivatives - pharmacology
Biological and medical sciences
Butyrates - chemical synthesis
Butyrates - chemistry
Butyrates - pharmacology
Cyclohexenes - chemical synthesis
Cyclohexenes - chemistry
Cyclohexenes - pharmacology
Female
General aspects
Humans
Medical sciences
Molecular Structure
Pharmacology. Drug treatments
Stereoisomerism
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Description
Summary:The total synthesis of optically active phenylbutenoid dimers 1, 3, and ent-3 is described. The key step to access optically active cyclohexene rings was achieved by Diels–Alder reaction of chiral acryloyloxazolinone 9 and phenylbetadiene 10.
ISSN:0163-3864
1520-6025
DOI:10.1021/np100942e