A new twist for Stork-Danheiser products enabled by visible light mediated <i>trans</i>-cyclohexene formation; access to acyclic distal enones-Reference-Cited by-同舟云学术

A new twist for Stork-Danheiser products enabled by visible light mediated trans-cyclohexene formation; access to acyclic distal enones

Published:2022 Issue:32 Volume:13 Page:9271-9276
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Lantz Erik¹^ORCID,El Mokadem Roukaya²,Schoch Tim¹,Fleske Tyler¹,Weaver Jimmie D.¹^ORCID

Affiliation:

1. 107 Physical Science, Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078, USA

2. Campus Box 3290, Chapel Hill, NC 27599-3290, USA

Abstract

In this work, visible light drives a contrathermodynamic isomerization of the classic Stork-Danheiser products through an energy transfer process to yield acyclic distal enone(al) isomers. This is possible because the photochemical energy is transiently captured as ring strain as a trans-, or twisted, cyclohexene.

Funder

National Institute of General Medical Sciences

Herman Frasch Foundation for Chemical Research

National Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/SC/D1SC03774A

Reference30 articles.

1. Visible light photoredox catalysis: applications in organic synthesis