Literature DB >> 31663754

Stereospecific Overman Rearrangement of Substituted Cyclic Vinyl Bromides: Access to Fully Substituted α-Amino Ketones.

Álvaro Velasco-Rubio1, Eric J Alexy1, Makoto Yoritate1, Austin C Wright1, Brian M Stoltz1.   

Abstract

A versatile thermal Overman rearrangement of enantioenriched, cyclic allylic alcohols providing tertiary allylic amines has been developed. The vinyl bromide used to control enantioselectivity in a preceding CBS reduction is utilized as a synthetic handle for the preparation of tertiary α-amino ketones and related derivatives in an asymmetric fashion.

Entities:  

Year:  2019        PMID: 31663754     DOI: 10.1021/acs.orglett.9b03347

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


  1 in total

1.  Crystal structure of tert-butyl 4-[4-(4-fluoro-phen-yl)-2-methyl-but-3-yn-2-yl]piperazine-1-carboxyl-ate.

Authors:  Ashwini Gumireddy; Kevin DeBoyace; Alexander Rupprecht; Mohit Gupta; Saloni Patel; Patrick T Flaherty; Peter L D Wildfong
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2021-03-05
  1 in total

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