Stereoselective Synthesis of (10S, 12S)-10-Hydroxy-12-methyl-1-oxacyclododecane-2, 5-dione via Prins Cyclization

…, N Thrimurtulu, M Venkatesh, KVR Rao, AR Prasad…

Index: Yadav; Thrimurtulu; Venkatesh; Rao, K. V. Raghavendra; Prasad; Reddy, B. V. Subba Synthesis, 2010 , # 1 p. 73 - 78

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Citation Number: 6

Abstract

Abstract The total synthesis of (10S, 12S)-10-hydroxy-12-methyl-1-oxacyclododecane-2, 5- dione is described proving the versatility of the Prins cyclization in natural products synthesis. The approach is convergent and highly stereoselective. Prins cyclization, esterification, ring-closing metathesis and oxidation reactions are utilized as key steps in the synthesis of this macrolactone.