Literature DB >> 21732645

Achieving chemo-, regio-, and stereoselectivity in palladium-catalyzed reaction of γ-borylated allylic acetates.

Krishna Kishore Kukkadapu1, Aziz Ouach, Pedro Lozano, Michel Vaultier, Mathieu Pucheault.   

Abstract

Three-carbon highly functionalized γ-borylated allylic acetates underwent a regio- and stereocontrolled Tsuji-Trost reaction in the presence of palladium complexes. An ipso substitution of the acetate with complete stereoretention of the chiral center was achieved, leading to vinylic boronates with enantiomeric excesses above 99%.
© 2011 American Chemical Society

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 21732645     DOI: 10.1021/ol201661s

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


  2 in total

1.  Breaking Conjugation: Unusual Regioselectivity with 2-Substituted Allylic Substrates in the Tsuji-Trost Reaction.

Authors:  Byeong-Seon Kim; Mahmud M Hussain; Per-Ola Norrby; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-03       Impact factor: 9.825

2.  Palladium-catalyzed chemoselective allylic substitution, Suzuki-Miyaura cross-coupling, and allene formation of bifunctional 2-B(pin)-substituted allylic acetate derivatives.

Authors:  Byeong-Seon Kim; Mahmud M Hussain; Nusrah Hussain; Patrick J Walsh
Journal:  Chemistry       Date:  2014-07-30       Impact factor: 5.236

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.