Literature DB >> 16277361

Zinc-mediated ring-expansion and chain-extension reactions of beta-keto esters.

Song Xue1, Yong-Kang Liu, Le-Zhen Li, Qing-Xiang Guo.   

Abstract

[Chemical reaction: see text] The reaction of cyclic beta-keto esters with CF3CO2ZnCH2I provided the corresponding ring-expanded products in moderate to good yields. Although alpha-substituted acyclic beta-keto esters reacted with much less efficient, chain-extension reaction of simple beta-keto esters also proceeded effectively to generate gamma-keto esters in high yields.

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Year:  2005        PMID: 16277361     DOI: 10.1021/jo0512498

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  A mechanistic investigation into the zinc carbenoid-mediated homologation reaction by DFT methods: is a classical donor-acceptor cyclopropane intermediate involved?

Authors:  Wilhelm A Eger; Charles K Zercher; Craig M Williams
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

2.  Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A.

Authors:  Yi-Xin Han; Yan-Long Jiang; Yong Li; Hai-Xin Yu; Bing-Qi Tong; Zhe Niu; Shi-Jie Zhou; Song Liu; Yu Lan; Jia-Hua Chen; Zhen Yang
Journal:  Nat Commun       Date:  2017-01-31       Impact factor: 14.919

  2 in total

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