Literature DB >> 18671405

PtCl2-catalyzed tandem triple migration reaction toward (Z)-1,5-dien-2-yl esters.

Ke-Gong Ji1, Xing-Zhong Shu, Jin Chen, Shu-Chun Zhao, Zhao-Jing Zheng, Li Lu, Xue-Yuan Liu, Yong-Min Liang.   

Abstract

A novel method for the selective synthesis of (Z)-1,5-dien-2-yl esters has been developed though Pt(II)-catalyzed tandem 1,2-acyl and 1,2-hydride migration, along with an allyl migration reaction of propargylic carboxylates with electronically unbiased internal alkynes. The unusual selectivity of 1,2-acyloxy migration was realized.

Entities:  

Year:  2008        PMID： 18671405     DOI： 10.1021/ol8015463

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


  5 in total

1.  Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration.

Authors:  Xing-Zhong Shu; Xiaoxun Li; Dongxu Shu; Suyu Huang; Casi M Schienebeck; Xin Zhou; Patrick J Robichaux; Weiping Tang
Journal:  J Am Chem Soc       Date:  2012-03-12       Impact factor: 15.419

2.  Interception of a Rautenstrauch intermediate by alkynes for [5+2] cycloaddition: rhodium-catalyzed cycloisomerization of 3-acyloxy-4-ene-1,9-diynes to bicyclo[5.3.0]decatrienes.

Authors:  Xing-zhong Shu; Suyu Huang; Dongxu Shu; Ilia A Guzei; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-11       Impact factor: 15.336

3.  Synthesis of highly functionalized cyclohexenone rings: rhodium-catalyzed 1,3-acyloxy migration and subsequent [5+1] cycloaddition.

Authors:  Dongxu Shu; Xiaoxun Li; Min Zhang; Patrick J Robichaux; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-29       Impact factor: 15.336

4.  The chemistry of bisallenes.

Authors:  Henning Hopf; Georgios Markopoulos
Journal:  Beilstein J Org Chem       Date:  2012-11-15       Impact factor: 2.883

5.  Synthesis of benzothiophene and indole derivatives through metal-free propargyl-allene rearrangement and allyl migration.

Authors:  Jinzhong Yao; Yajie Xie; Lianpeng Zhang; Yujin Li; Hongwei Zhou
Journal:  Beilstein J Org Chem       Date:  2017-09-06       Impact factor: 2.883
  5 in total

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