platinum-catalyzed hydrative cyclization of 1,6-diynes for the synthesis of 3,5-substituted conjugated cyclohexenonesplatinum-catalyzed hydrative环合,6-diynes 3的合成,5-substituted共轭cyclohexenones.pdfVIP
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platinum-catalyzed hydrative cyclization of 1,6-diynes for the synthesis of 3,5-substituted conjugated cyclohexenonesplatinum-catalyzed hydrative环合,6-diynes 3的合成,5-substituted共轭cyclohexenones
Molecules 2010, 15, 5045-5052; doi:10.3390/molecules
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Platinum-Catalyzed Hydrative Cyclization of 1,6-Diynes for the
Synthesis of 3,5-Substituted Conjugated Cyclohexenones
Chen Zhang 1, Jian-Feng Qi 1, Dong-Mei Cui 2,*, Qian Wang 2 and Xiu-Li Wang 3
1 School of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China
2 College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China
3 College of Chemistry and Bioengineering, Guilin University of Technology, Guangxi, Guilin,
China
* Author to whom correspondence should be addressed; E-Mail: cuidongmei@;
Tel.: 86-571 Fax: 86-571
Received: 4 June 2010; in revised form: 24 June 2010 / Accepted: 5 July 2010 /
Published: 23 July 2010
Abstract: We have developed a Pt(COD)Cl -catalyzed hydrative cyclization of 1,6-diynes
2
leading to the formation of functionalized cyclohexenones in good yields.
Keywords: diyne; catalysis; hydrative cyclization; cyclohexenones
1. Introduction
Cyclohexenone derivatives are not only key intermediates in organic synthesis, but they also exhibit
important pharmacological activities [1-4]. Extensive synthetic efforts for conjugate cyclohexenones
have been reported, in which an annulation approach from acyclic precursors constitutes a useful entry
[5-13]. Despite this advance, there is still a great need to develop more convenient catalytic systems
that can accommodate such
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