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Efficient acetalisation of aldehydes catalyzed by titanium tetrachloride in a basic medium

✍ Scribed by Angelo Clerici; Nadia Pastori; Ombretta Porta

Book ID
104208976
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
502 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

The acetalisation of aliphatic and aromatic aldehydes is achieved in a basic medium by using catalytic amount of Ti(IV) chloride in MeOH in the presence of NH3 or EhN. The present protocol shows many advantages over the well known base or acid catalysis: in fact. in contrast to base-promoted aoetalisation, aldehydes with electron-rich carbonyl groups react easily, enolizable aldehydes do not undergo aldol condensation and, in contrast to acid-catalysis, migration of the double bond does not occur in the preparation of <x,13-unsaturated acetals.

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