Improved Synthesis of Methyl 3-oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate, an A-ring intermediate for (±)strigol-Reference-Cited by-同舟云学术

Improved Synthesis of Methyl 3-oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate, an A-ring intermediate for (±)strigol

Published:2007-08 Issue:8 Volume:2007 Page:494-496
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Qianchao ¹,Shiqing Pi¹²,Xinzhi Chen¹

Affiliation:

1. College of Materials Science and Chemical Engineering, Zhejiang University, 310027, P. R. China

2. Xinchang Pharmaceutical Factory, Zhejiang Medicine Co. Ltd., Xinchang 312500, P. R. China

Abstract

Methyl 3-oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate was synthesised over eight steps from the starting material of citral instead of α-ionone. KMnO4, HC(OEt)3 and O2/TEMPO/CuCl were substituted for NaIO4, CH3I and pyridinium chlorochromate, respectively. Every step was simplified and gave a 48% overall yield. The procedure is suitable for large scale production.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823407X240881

Reference5 articles.

1. Convenient synthesis of a hydrindan precursor to strigol

2. Total synthesis of d1-strigol

3. Synthesis of the germination stimulant (±)-strigol

4. Synthetic Studies of Strigol and Its Analogs

5. The absolute structure of (+)-strigol

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. ChemInform Abstract: Improved Synthesis of Methyl 3-Oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate, an A-Ring Intermediate for (.+-.)-Strigol.;ChemInform;2008-02-05