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A novel approach to Morita–Baylis–Hillman (MBH) lactones via the Lewis acid-promoted couplings of α,β-unsaturated lactone with aldehydes

✍ Scribed by Subramanian Karur; Justin Hardin; Allan Headley; Guigen Li

Book ID: 104253257
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 186 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)00380-0

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✦ Synopsis

The Morita-Baylis-Hillman (MBH)-type reaction of a,b unsaturated d-lactone with various aldehydes has been achieved without the direct use of a Lewis base. The new MBH process can be conveniently carried out by the slow addition of the diethylaluminum iodide into the solution of lactone and aldehyde in dichloromethane at 0°C. Modest to good yields were obtained (50-65%) for eight examples.

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