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Highly stereoselective synthesis of optically active oxazolinyl oxiranes from azaenolates of a chiral 2-chloromethyloxazoline

✍ Scribed by Saverio Florio; Vito Capriati; Renzo Luisi

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
200 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Boron and titanium azaenolates 2 and 4, generated at 0 C and ^100 C, respectively, from the optically active chloromethyloxazoline 1, have been found to couple with aliphatic ketones in a highly diastereoselective fashion ending up with the formation of optically active oxazolinyl oxiranes 3. Less stereoselective was the reaction with aromatic ketones.

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