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

Authors :
Dai QS
Tao YM
Zhang X
Leng HJ
Huang H
Xiang P
Li QZ
Wang QW
Li JL
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2020 Oct 21; Vol. 56 (82), pp. 12439-12442. Date of Electronic Publication: 2020 Sep 17.
Publication Year :
2020

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.

Details

Language :
English
ISSN :
1364-548X
Volume :
56
Issue :
82
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
32940311
Full Text :
https://doi.org/10.1039/d0cc05341d