Literature DB >> 15876036

A phosphine-catalyzed [3+6] annulation reaction of modified allylic compounds and tropone.

Yishu Du1, Jianqing Feng, Xiyan Lu.   

Abstract

A novel phosphine-catalyzed reaction of modified allylic compounds, including acetates, bromides, chlorides, or tert-butyl carbonates derived from the Morita-Baylis-Hillman (MBH) reaction with tropone to yield [3+6] annulation products in excellent yields was developed. It offers a simple and convenient method for constructing bridged nine-membered carbocycles.

Entities:  

Year:  2005        PMID： 15876036     DOI： 10.1021/ol050443d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

2.  Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction of tropones.

Authors:  Pingfan Li; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

3.  Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita-Baylis-Hillman carbonates with maleimides.

Authors:  Hong-Ping Deng; De Wang; Yin Wei; Min Shi
Journal:  Beilstein J Org Chem       Date:  2012-07-16       Impact factor: 2.883

4.  Ni(NHC)]-catalyzed cycloaddition of diynes and tropone: apparent enone cycloaddition involving an 8π insertion.

Authors:  Puneet Kumar; Ashish Thakur; Xin Hong; K N Houk; Janis Louie
Journal:  J Am Chem Soc       Date:  2014-12-05       Impact factor: 15.419
  4 in total

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