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Stereoselective total synthesis of the (Z)-isomer of a novel phytotoxic nonenolide from Phomopsis sp. HCCB03520 and its C-6 epimer
Authors:Cheruku Ravindra Reddy  Biswanath Das
Institution:Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
Abstract:The (Z)-isomer of a phytotoxic nonenolide, (6S,7R,9R)-6,7-dihydroxy-9-propylnon-4-eno-9-lactone isolated from Phomopsis sp. HCCB03520 and its C-6 epimer have been synthesized through a common route starting from butyraldehyde. The synthesis involves enantioselective Maruoka allylation, Sharpless asymmetric epoxidation and intramolecular ring closing metathesis as the important steps.
Keywords:Phytotoxic nonenolide  (6S  7R  9R)-6  7-Dihydroxy-9-propylnon-4-eno-9-lactone  (Z)-Isomer  C-6 epimer  Total synthesis  Common route
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