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Routes to building blocks for heterocyclic synthesis by reduction of ketene dithioacetals

✍ Scribed by John M Mellor; Stephen R Schofield; Stewart R Korn

Book ID: 104208209
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 605 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)10136-3

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✦ Synopsis

Two general methods have been developed permitting the effective reduction of ketene dithioacetals to give substituted ditlfianes. Reduction with magnesimn in methanol is less reliable than reduction with zinc in acetic acid. The greater inconsistency of magnesimn in methanol has been investigated by a cyclic voltammetric study of the substrates. The utility of the dithianes has been successfully illustrated by cyclisatious to afford, after deprotection, a variety of beterocyclic aldehydes.

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