In:
Angewandte Chemie, Wiley, Vol. 135, No. 20 ( 2023-05-08)
Abstract:
Monofluoroalkenes are nonhydrolyzable mimetics of amides. Previous work focused on the synthesis of non‐cyclic monofluoroalkenes. However, diastereoselective synthesis of monofluorocyclohexenes from non‐cyclic substrates is challenging. Herein, we report the first photocatalyzed cascade cyclization reactions of readily available α,β‐unsaturated carbonyl compounds and gem ‐difluoroalkenes for the synthesis of highly functionalized monofluorocyclohexenes. The reaction shows broad substrate scope with high diastereoselectivity ( 〉 30 examples, up to 86 % yield, 〉 20 : 1 dr). The post‐reaction transformations of the products demonstrate the synthetic potential of this methodology.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v135.20
DOI:
10.1002/ange.202303218
Language:
English
Publisher:
Wiley
Publication Date:
2023
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505868-5
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506609-8
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514305-6
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505872-7
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1479266-7
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505867-3
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506259-7
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