Literature DB >> 19708696

Tin(IV) chloride catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.

Jun-ichi Matsuo1, Shun Sasaki, Takaya Hoshikawa, Hiroyuki Ishibashi.   

Abstract

Formal [4 + 2] cycloaddition between various 3-ethoxycyclobutanones and allyltrialkylsilanes proceeded to give 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones by catalysis with tin(VI) chloride. The use of allyl-tert-butyldiphenylsilane induced 1,5-hydride transfer, which gave 2-[3-(tert-butyldiphenylsilyl)propyl]-6-methyltetrahydro-4-pyrones.

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Year:  2009        PMID: 19708696     DOI: 10.1021/ol901329c

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


  1 in total

1.  Intramolecular [2 + 2] cycloaddition reactions of alkynyl ether derived ketenes. A convenient synthesis of donor-acceptor cyclobutanes.

Authors:  Vincent Tran; Thomas G Minehan
Journal:  Org Lett       Date:  2011-11-21       Impact factor: 6.005

  1 in total

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