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Acetalization of α,β-unsaturated carbonyl compounds catalyzed by complexes of Pt(II)

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
40
Issue
38
Identifiers
DOI: 10.1016/s0040-4039(99)01419-7

Abstract

Abstract A class of cationic diphosphine complexes of Pt(II) are sufficiently Lewis acidic to catalyze the acetalization of aldehydes and ketones. α,β-Unsaturated substrates can be easily acetalized with ethylene glycol under mild conditions in high yield and avoiding side reactions leading to formation of undesired by-products arising from the nucleophilic addition to the carboncarbon double bond conjugated to the carbonyl group. A comparison of the behavior of a Pt complex with respect to PTSA as catalysts under identical conditions shows the superior selectivity of the former in many cases.

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