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

Álvaro Velasco-Rubio, Eric J. Alexy, Makoto Yoritate, Austin C. Wright, Brian M. Stoltz

Research output: Contribution to journalArticle

1 Citation (Scopus)

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.

Original languageEnglish
Pages (from-to)8962-8965
Number of pages4
JournalOrganic letters
Volume21
Issue number22
DOIs
Publication statusPublished - Nov 15 2019

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Stereospecific Overman Rearrangement of Substituted Cyclic Vinyl Bromides: Access to Fully Substituted α-Amino Ketones'. Together they form a unique fingerprint.

  • Cite this