New and Concise Approach to (R)-α-Lipoic Acid

Autor: Jian-Feng Zheng, Hong-Qiao Lan, Zhen Wei, Pei-Qiang Huang
Rok vydání: 2009
Předmět:
Zdroj: Synthetic Communications. 39:691-701
ISSN: 1532-2432
0039-7911
DOI: 10.1080/00397910802431073
Popis: A concise enantiospecific synthesis of (S)-6,8-bis(methylsulfonyloxy)-octanoic acid (2), a ready precursor of (R)-(+)-α-lipoic acid (1), is reported. The key step of the synthesis is the coupling of the tosylate derived from (R)-malic acid with phenylpropyl magnesium bromide. A recently reported green procedure was used for the oxidative unmasking of the phenyl group, used as a latent carboxyl group.
Databáze: OpenAIRE
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