Sodium borohydride/methoxydiethylborane mediated syn-1, 3-stereoselective total synthesis of Herbarumin-III

JS Yadav, G Narasimhulu, Y Vikram Reddy…

Index: Yadav; Narasimhulu; Vikram Reddy; Subba Reddy; Al Khazim Al Ghamdi, Ahmad Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011 , vol. 50, # 8 p. 1075 - 1082

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Abstract

Abstract: A simple and efficient stereoselective total synthesis of 10-membered macrolide, herbarumin-III is described. The key steps involved in this synthesis are the selective terminal alkylation of ethyl acetoacetate with ethyl bromide, Sharpless epoxidation, NaBH 4/Et 2 BOMe mediated stereoselective syn-1, 3-asymmetric reduction, esterification and olefin metathesis.

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