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Synthesis 2021; 53(07): 1200-1212
DOI: 10.1055/s-0040-1706001
DOI: 10.1055/s-0040-1706001
short review
The Synthesis of Conjugated Bis-Aryl Vinyl Substrates and Their Photoelectrocyclization Reactions towards Phenanthrene Derivatives
The authors would like to thank the National Science Foundation (CHE 1465113) and the National Institutes of Health (GM132531-02) for their support of this work.
Abstract
The photoelectrocyclization of conjugated vinyl biaryls has proven to be a valuable and efficient strategy for generating phenanthrene derivatives. Contained in this review is an overview of the mechanism for the transformation and a discussion of the reaction scope with a focus on the electrocyclization itself, rearomatization, and the application of the reaction in natural product synthesis.
1 Introduction
2 The Synthesis of Conjugated Vinyl Biaryls
3 Mechanistic Studies
4 Substrate Scope
5 Applications
6 Conclusions
Key words
electrocyclization - photochemistry - cross-coupling - singlet-excited state - triplet-excited state - aromaticity - dihydrophenanthrene - natural product synthesisPublication History
Received: 27 October 2020
Accepted after revision: 24 November 2020
Article published online:
11 January 2021
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