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Regiospecific hydration of gamma-hydroxy-alpha,beta-acetylenic esters: a novel asymmetric synthesis of tetronic acids.

ABSTRACT: [reaction: see text] The optically active gamma-hydroxy-alpha,beta-acetylenic esters are obtained from the enantioselective reaction of methyl propiolate with both aliphatic and aromatic aldehydes. These compounds can undergo regiospecific hydration in the presence of Zeise's dimer, [PtCl(2)(C(2)H(4))](2), to generate the optically active tetronic acids.

SUBMITTER: Rajaram AR

PROVIDER: S-EPMC2597458 | biostudies-other | 2006 May

REPOSITORIES: biostudies-other

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Regiospecific hydration of gamma-hydroxy-alpha,beta-acetylenic esters: a novel asymmetric synthesis of tetronic acids.

Rajaram Amaresh R AR Pu Lin L

Organic letters 20060501 10

[reaction: see text] The optically active gamma-hydroxy-alpha,beta-acetylenic esters are obtained from the enantioselective reaction of methyl propiolate with both aliphatic and aromatic aldehydes. These compounds can undergo regiospecific hydration in the presence of Zeise's dimer, [PtCl(2)(C(2)H(4))](2), to generate the optically active tetronic acids. ...[more]

PMID: 16671771

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