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Intramolecular acylation of α-sulfinyl carbanion a new general route to 5-methylene-2-cyclopentenones

✍ Scribed by Manat Pohmakotr; Sirirat Chancharunee

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 214 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)90204-7

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✦ Synopsis

A convenient synthesis of 5-methylene-2-cyclopentenones University, including Methylenomycin B involving the intramolecular acylation of cr-sulfinyl carbanion followed by methylation and pyrolysis is described. 5-Methylene-2-cyclopentenone unit occurs widely in natural products, particularly the cyclopentenoid antibiotics such as methylenomycin BI and deepoxy-4,5-didehydromethylenomycin A2 which were isolated from the culture broth of Streptoyces species. For the synthesis of such

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