Literature DB >> 21314167

Hydroxyl-directed cyclizations of 1,6-enynes.

Andrew M Camelio1, Thomas Barton, Fenghai Guo, Travis Shaw, Dionicio Siegel.   

Abstract

The palladium-catalyzed, hydroxyl-directed cyclization reactions of 1,6-enynes provide a highly diastereoselective process for the syntheses of stereochemically defined cyclopentanes. Consistently high levels of cis-selectivity are possible using homopropargyl alcohols in contrast to the corresponding propargyl alcohols. Hydroborylative enyne cyclizations coupled with this directing group effect provide a useful method for the syntheses of multifaceted compounds bearing all carbon quaternary centers.

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Year:  2011        PMID： 21314167     DOI： 10.1021/ol200157x

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


  3 in total

1.  Hydroxy-directed fluorination of remote unactivated C(sp3)-H bonds: a new age of diastereoselective radical fluorination.

Authors:  Stefan Andrew Harry; Michael Richard Xiang; Eric Holt; Andrea Zhu; Fereshte Ghorbani; Dhaval Patel; Thomas Lectka
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

2.  Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes.

Authors:  Zhijun Zhou; Jiachang Chen; Herong Chen; Wangqing Kong
Journal:  Chem Sci       Date:  2020-09-10       Impact factor: 9.825

3.  Control of selectivity in palladium-catalyzed oxidative carbocyclization/borylation of allenynes.

Authors:  Youqian Deng; Teresa Bartholomeyzik; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-17       Impact factor: 15.336
  3 in total

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