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A short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate

โœ Scribed by Lourdusamy Emmanuvel; Arumugam Sudalai

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
154 KB
Volume
49
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A short and efficient enantioselective synthesis of (+)-L-733,060 in 92% ee via Shi epoxidation of a homoallylic carboxylate is described. Johnson-Claisen rearrangement was employed to obtain the required carbon backbone, whilst intramolecular reductive O-to-N-ring expansion of a d-azidolactone was used in the construction of the piperidine moiety.

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