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Enantiospecific synthesis of (+)-ribasine

✍ Scribed by Lourdes Ollero; Luis Castedo; Domingo Domínguez

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 652 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00133-7

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✦ Synopsis

The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of substituted a-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9-phenylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-l-one [(+)-5]. Aminoindanone (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselective alkylation ofa chiral glycme enolate synthon.

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