Literature DB >> 15228303

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

Serguei V Kovalenko1, Scott Peabody, Mariappan Manoharan, Ronald J Clark, Igor 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.

Entities:  

Year:  2004        PMID: 15228303     DOI: 10.1021/ol049122c

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


  3 in total

1.  Rates and Yields of Unimolecular Reactions Producing Highly Oxidized Peroxy Radicals in the OH-Induced Autoxidation of α-Pinene, β-Pinene, and Limonene.

Authors:  Ivan R Piletic; Tadeusz E Kleindienst
Journal:  J Phys Chem A       Date:  2022-01-03       Impact factor: 2.781

2.  The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors:  Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2011-05-01       Impact factor: 5.837

3.  Substituent effects on the rearrangements of cyclohexyl to cyclopentyl radicals involving avermectin-related radicals.

Authors:  Jennifer A R Luft; Tammo Winkler; Fiona M Kessabi; K N Houk
Journal:  J Org Chem       Date:  2008-10-09       Impact factor: 4.354

  3 in total

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