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Copper-catalysed enantioselective intramolecular etherification of propargylic esters: synthetic approach to chiral isochromans.

ABSTRACT: Enantioselective synthesis of chiral isochromans bearing a terminal alkyne moiety has been accomplished by copper-catalysed enantioselective intramolecular propargylic substitution reactions of propargylic esters with alcoholic nucleophiles. This method represents the first successful example which directly introduced a terminal alkyne group into chiral isochromans.

SUBMITTER: Liu S

PROVIDER: S-EPMC9065272 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Copper-catalysed enantioselective intramolecular etherification of propargylic esters: synthetic approach to chiral isochromans.

Liu Shiyao S Nakajima Kazunari K Nishibayashi Yoshiaki Y

RSC advances 20190617 33

Enantioselective synthesis of chiral isochromans bearing a terminal alkyne moiety has been accomplished by copper-catalysed enantioselective intramolecular propargylic substitution reactions of propargylic esters with alcoholic nucleophiles. This method represents the first successful example which directly introduced a terminal alkyne group into chiral isochromans. ...[more]

PMID: 35516894

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