Literature DB >> 27995794

Enantioselective α-Arylation of O-Carbamates via Sparteine-Mediated Lithiation and Negishi Cross-Coupling.

Titouan Royal1, Yann Baumgartner1, Olivier Baudoin1.   

Abstract

A general and highly enantioselective arylation of carbamates derived from primary alcohols was developed by combining Hoppe's sparteine-mediated asymmetric lithiation with Negishi cross-coupling. Coupled with Aggarwal's lithiation-borylation sequence, the current method provides a short and divergent access to a variety of enantioenriched secondary and tertiary benzylic alcohols.

Entities:  

Year:  2016        PMID： 27995794     DOI： 10.1021/acs.orglett.6b03472

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


  3 in total

1.  Asymmetric 1,2-Carbamoyl Rearrangement of Lithiated Chiral Oxazolidine Carbamates and Diastereoselective Synthesis of α-Hydroxy Amides.

Authors:  Arun K Ghosh; Amartyo J Basu; Che-Sheng Hsu; Monika Yadav
Journal:  Chemistry       Date:  2022-06-14       Impact factor: 5.020

2.  Sustainable Asymmetric Organolithium Chemistry: Enantio- and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb "Amine".

Authors:  Serena Monticelli; Wolfgang Holzer; Thierry Langer; Alexander Roller; Berit Olofsson; Vittorio Pace
Journal:  ChemSusChem       Date:  2019-02-13       Impact factor: 8.928

3.  Regiodivergent enantioselective C-H functionalization of Boc-1,3-oxazinanes and application to the synthesis of β2 and β3-amino acids.

Authors:  Weilong Lin; Ke-Feng Zhang; Olivier Baudoin
Journal:  Nat Catal       Date:  2019-09-09
  3 in total

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