Issue 82, 2020

Palladium-catalysed cyclisation of vinylethylene carbonates and anhydrides: a new approach to diverse medium-sized bislactones

Abstract

Efficient construction of medium-sized lactones has attracted considerable interest over several decades, but remains a formidable challenge in synthetic chemistry. Here, we describe an unprecedented palladium-catalysed regioselective [5 + n] cyclisation (n = 5, 6, and 7) between vinylethylene carbonates and various anhydrides. Catalytic transformation occurs under mild, room-temperature conditions and offers an exceptional substrate scope. A broad spectrum of medium-sized bislactones with skeletal diversity can be obtained easily.

Graphical abstract: Palladium-catalysed cyclisation of vinylethylene carbonates and anhydrides: a new approach to diverse medium-sized bislactones

Supplementary files

Article information

Article type
Communication
Submitted
06 Aug 2020
Accepted
08 Sep 2020
First published
09 Sep 2020

Chem. Commun., 2020,56, 12439-12442

Palladium-catalysed cyclisation of vinylethylene carbonates and anhydrides: a new approach to diverse medium-sized bislactones

Q. Dai, Y. Tao, X. Zhang, H. Leng, H. Huang, P. Xiang, Q. Li, Q. Wang and J. Li, Chem. Commun., 2020, 56, 12439 DOI: 10.1039/D0CC05341D

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