✦ LIBER ✦

α-Oxygenation of a trans-3,4-disubstituted γ-lactone. A comparative study

✍ Scribed by Michael J. Taschner; Anand S. Aminbhavi

Book ID: 104232794
Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 251 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80350-6

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✦ Synopsis

The available methods for the a-oxygenation of a carbonyl derivative are examined for a tram-3,4-Abstract: disubstituted y-lactone and analyzed with respect to chemical yield and diastereomeric control.

In connection with a program aimed at the total syntheses of the 3-acyltetramic acid (e.g., Tirandamycin 1*.3), an a-oxygenation of a 3,4-disubstituted y-lactone which produced an all nuns-arrangement of the three substituents In the successful cases examined, the oxygenated product was obtained in low yield as a 1: 1 mixture of isomers.

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