An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective RhII-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes. Academic Article uri icon

Overview

abstract

  • Enantioselective quaternary carbon construction in the assembly of cyclopentenones employing a RhII-catalyzed, formal [4+1]-cycloaddition is described. A Rh2(S-TCPTTL)4-catalyzed cyclopropanation of a vinyl ketene with a disubstituted diazo compound initiates a stereoretentive, accelerated ring expansion to provide the cycloadduct in good to excellent yields and enantioselectivity.

publication date

  • February 19, 2018

Identity

PubMed Central ID

  • PMC5931190

Scopus Document Identifier

  • 85044407178

Digital Object Identifier (DOI)

  • 10.1039/c8sc00020d

PubMed ID

  • 29844895

Additional Document Info

volume

  • 9

issue

  • 12