✦ LIBER ✦

A simple, stereoselective, room-temperature synthesis of cis vinyloxiranes and trans 1-phenyl-1,3-butadiene

✍ Scribed by Jacques Auge; Serge David

Book ID: 104221570
Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 222 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)88249-0

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✦ Synopsis

Swnmary : The organotin reagent from I-chloro-3-iodoprop-l-ene and SnClz in dimethyZformamide reacted with aldehydes by its chlorine-substituted carbon atom. Treatment with NaOMe then gave cis vinyloxiranes with good stereo-selectivity. Benzaldehyde and I-bromo-3-iodoprop-l-ene in the presence of two equivalents of SnC12 gave excZusively trans 1phenyl-1,3-butadiene.

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