Original scientific paper

Chemistry of 1,3-Dioxepins. X. Regio and Stereocontrolled Syntheses of Antihyperglycemic N-Sulfonyl-1a,2,6,6a-tetrahydro-1H,4H[1,3] -dioxepino[5,6-b]azirines via Isomeric cis- and trans- Sulfonamidodioxepanols

Darko Filić ; PLIVA Research Institute, Prilaz baruna Filipovića 25, HR-10000 Zagreb, Croatia
Mladen Vinković ; PLIVA Research Institute, Prilaz baruna Filipovića 25, HR-10000 Zagreb, Croatia
Blanka Jamnicky ; PLIVA Research Institute, Prilaz baruna Filipovića 25, HR-10000 Zagreb, Croatia
Miljenko Dumić ; PLIVA Research Institute, Prilaz baruna Filipovića 25, HR-10000 Zagreb, Croatia

Abstract

Regio- and stereocontrolled syntheses of 1-sulfonyl-1a,2,6,6a-tetrahydro-1H,4H[1,3] -dioxepino[5,6-b]azirine 1, the lead compound of a novel class of potent antihyperglycemics, via isomeric cis- and trans-sulfonamidodioxepanols 6 and 13 are described. The constitution and configuration of the key intermediates 6 and 13 were elucidated by independent syntheses and confirmed by the X-ray structure analysis.

Keywords

Hrčak ID:

136675

URI

https://hrcak.srce.hr/136675

Publication date:

3.6.1996.

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