Papers

Peer-reviewed
2012

Tuning efficiency of the 4-exo-trig cyclization by the electronic effect: ring closure of 3,3-difluoro-4-pentenyl carbon radicals and synthesis of a gem-difluorocyclobutane nucleoside

CHEMICAL COMMUNICATIONS
  • Hiroki Kumamoto
  • Sachiko Kawahigashi
  • Hiromi Wakabayashi
  • Tomohiko Nakano
  • Tomoko Miyaike
  • Yasuyuki Kitagawa
  • Hiroshi Abe
  • Mika Ito
  • Kazuhiro Haraguchi
  • Jan Balzarini
  • Masanori Baba
  • Hiromichi Tanaka
  • Display all

Volume
48
Number
89
First page
10993
Last page
10995
Language
English
Publishing type
Research paper (scientific journal)
DOI
10.1039/c2cc35876j
Publisher
ROYAL SOC CHEMISTRY

4-exo-trig Cyclization reaction of a 4-pentenyl carbon radical containing the gem-difluoromethylene moiety adjacent to a radical accepting alpha,beta-unsaturated ester was found to proceed efficiently to furnish a novel gem-difluorocyclobutane derivative. The cyclized product could be transformed into a gem-difluoromethylene analogue of oxetanocin T.

Link information
DOI
https://doi.org/10.1039/c2cc35876j
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000309840400017&DestApp=WOS_CPL
ID information
  • DOI : 10.1039/c2cc35876j
  • ISSN : 1359-7345
  • Web of Science ID : WOS:000309840400017

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