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Stereoselective Syntheses of Masked β-Amino Acid Containing Phthalides.


ABSTRACT: We herein report a protocol for the asymmetric aldol-initiated cascade addition of isoxazolidin-5-ones to ortho-cyanobenzaldehydes by using Takemoto's bifunctional organocatalyst. This approach allows for the synthesis of various novel β2,2-amino acid-phthalide conjugates with good enantio- and diastereoselectivities in reasonable yields and the further ring-opening of these compounds to acyclic carboxylic acid derivatives was demonstrated too.

SUBMITTER: Serusi L 

PROVIDER: S-EPMC7614226 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature