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Highly regio and chemoselective ring opening of epoxides with trimethylsilyl azide in the presence of aluminium isopropoxide and titanium isopropoxide

✍ Scribed by Kun I. Sutowardoyo; Mohamed Emziane; Paul Lhoste; Denis Sinou

Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 922 KB
Volume: 47
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86420-6

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✦ Synopsis

The ring-opening of functionalized epoxides with trimethylsilyl azide in the presence of a catalytic amount of Ti(O-i-l%)4 or Al@-i-F?)3 is described. The reaction is stereo8pecific and highly regiospecific, leading generally to the formation of the carbon-azido bond on the less substituted carbon. The mechanism of this reaction is also discussed.

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