An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective RhII-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes-Reference-Cited by-同舟云学术

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

Published:2018 Issue:12 Volume:9 Page:3221-3226
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Rodriguez Kevin X.¹²³⁴,Pilato Tara C.¹²³⁴,Ashfeld Brandon L.¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry and Biochemistry

2. University of Notre Dame

3. Notre Dame

4. USA

Abstract

A Rh₂(S-TCPTTL)₄-catalyzed cyclopropanation of a vinyl ketene with a disubstituted diazo compound initiates a stereorententive, accelerated ring expansion to provide the cycloadduct in good to excellent yields and enantioselectivity.

Funder

National Science Foundation

Walther Cancer Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2018/SC/C8SC00020D

Reference80 articles.

1. Isocyanide based [4+1] cycloaddition reactions: an indispensable tool in multi-component reactions (MCRs)

2. Formal [4+1] Annulation Reactions in the Synthesis of Carbocyclic and Heterocyclic Systems