%0 Journal Article %J Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry %D 2020 %T Concise enantioselective synthesis of (R)-(+)-goniothalamin oxide, a trypanocidal active agent via L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde %A Kumar, B. Senthil %A Mandle, Ram D. %A Kamble, Sanjay P. %A Sudalai, Arumugam %K Allylation %K asymmetric epoxidation %K Esterification %K Grubbs' catalyst %K L-prolinol catalyst %K Ring closing metathesis %X

A short and straight-forward enantioselective synthesis of (R)-(+)-goniothalamin oxide 2 has been achieved with an overall yield of 39% and 99% ee. The synthetic approach involves L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde followed by Lewis acid-mediated diastereoselective allylation of epoxy aldehyde as the key chiral-inducing steps.

%B Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry %V 59 %P 393-398 %8 MAR %G eng %N 3 %9 Article %3

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