5-Exo-dig radical cyclization of enediynes: the first synthesis of tin-substituted benzofulvenes

Organic Letters
Serguei V KovalenkoIgor V Alabugin

Abstract

[reaction: see text] Bu(3)Sn-mediated 5-exo-dig radical cyclization of diaryl enediynes provides a mild and efficient approach to tin-substituted fulvenes. Further synthetic opportunities opened by this process and general factors responsible for the observed regio- and stereoselectivity are outlined.

References

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Citations

Sep 3, 2009·Chemical Communications : Chem Comm·Shengqing YeJie Wu
Nov 2, 2016·The Journal of Organic Chemistry·Seohyun ShinPhil Ho Lee
Apr 1, 2014·Chemistry, an Asian Journal·Chao ChenGerhard Erker
Oct 15, 2009·Angewandte Chemie·Pierre CordierVincent Gandon
Jan 18, 2014·Organic & Biomolecular Chemistry·Mahalingam Sivaraman, Paramasivan T Perumal
Nov 26, 2013·Chemistry : a European Journal·Kamalkishore PatiIgor V Alabugin
Jun 20, 2020·Chemical Communications : Chem Comm·Tianhao LuChunsong Xie
Oct 6, 2009·The Journal of Organic Chemistry·Hung-Hung HseuhRai-Shung Liu
Aug 6, 2008·Journal of the American Chemical Society·Igor V AlabuginIon Ghiviriga
Jan 6, 2006·The Journal of Physical Chemistry. a·John F KauffmanSergei Tretiak
Sep 19, 2008·Journal of the American Chemical Society·Chandrasekhar VavilalaRobert A Pascal
Feb 20, 2007·Chemical Reviews·Rafael Chinchilla, Carmen Najera
Apr 16, 2009·The Journal of Organic Chemistry·Shingo SamoriTetsuro Majima
Sep 8, 2005·Journal of the American Chemical Society·Igor V Alabugin, Mariappan Manoharan
Jun 25, 2014·Organic Letters·Carmela MartinelliGianluca M Farinola
Nov 23, 2011·The Journal of Organic Chemistry·Miroslav DudičJosef Michl
Mar 1, 2012·Organic Letters·René LiedtkeGerhard Erker
Feb 4, 2012·The Journal of Organic Chemistry·Wade C W LeuC Scott Hartley
Aug 25, 2011·Chemical Reviews·Kerry Gilmore, Igor V Alabugin
May 24, 2012·Journal of the American Chemical Society·Philip M Byers, Igor V Alabugin
Nov 6, 2013·Organic Letters·Sayantan MondalIgor V Alabugin
Jan 18, 2019·The Journal of Organic Chemistry·Bingwei ZhouYunkui Liu
Dec 30, 2014·Journal of the American Chemical Society·Kamalkishore PatiIgor V Alabugin
Jun 17, 2011·Journal of the American Chemical Society·Igor V AlabuginMariappan Manoharan
Oct 1, 2011·Journal of the American Chemical Society·Pin-Sheng LeeNaohiko Yoshikai

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