Issue 71, 2024

Catalytic asymmetric construction of bridged bicyclo[m.3.1] rings using an intramolecular Diels–Alder reaction

Abstract

Herein, we presented an enantioselective intramolecular Diels–Alder (IMDA) reaction with vinyl branched vinylidene ortho-quinone methide (VQM). The control of site selectivity in the IMDA reaction led to both chiral bridged bicyclo[4.3.1] and [5.3.1] architectures with high isolated yields (up to 85%) and excellent enantioselectivities (up to 97% ee).

Graphical abstract: Catalytic asymmetric construction of bridged bicyclo[m.3.1] rings using an intramolecular Diels–Alder reaction

Supplementary files

Article information

Article type
Communication
Submitted
12 Jun 2024
Accepted
23 Jul 2024
First published
27 Jul 2024

Chem. Commun., 2024,60, 9570-9573

Catalytic asymmetric construction of bridged bicyclo[m.3.1] rings using an intramolecular Diels–Alder reaction

K. Li, Z. Zhao, W. Qin, Y. Liu and H. Yan, Chem. Commun., 2024, 60, 9570 DOI: 10.1039/D4CC02850C

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