Physical Sciences and Mathematics Commons^™

Synthesis Of (±)-Cyclophostin, (±)-Cyclipostin P, Their Phosphonate Analogs And New Chemistry Of Vinyl Phosphonates, Raj Kumar Malla

Dissertations

This work is divided into 2 parts: a) total synthesis of (±)-cyclophostin, (±)-cyclipostin P and their monocyclic analogs b) development of a metathesis based methodology for transformation of vinyl phosphonates. Cyclophostin (1) and cyclipostins (2) are bioactive natural bicyclic organophosphates. Cyclophostin is a powerful inhibitor of acetyl cholinesterase (AChE), whereas members of the cyclipostins are potent inhibitors of hormone sensitive lipase (HSL). Cyclophostin (1) and cyclipostin (2) have the same structural core unit, but different phosphate ester substituents. While cyclophostin is a methyl ester, the members of the cyclipostins are phosphate esters of different alkyl groups of various length and …