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A convenient enantioselective decarboxylative aldol reaction to access chiral ?-hydroxy esters using ?-keto acids.

ABSTRACT: We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral ?-hydroxy esters. The protocol tolerates a broad range of ?-keto acids with inactivated aromatic and aliphatic ?-keto esters. The possible mechanism is rationalized.

SUBMITTER: Duan Z

PROVIDER: S-EPMC4077541 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids.

Duan Zhiqiang Z Han Jianlin J Qian Ping P Zhang Zirui Z Wang Yi Y Pan Yi Y

Beilstein journal of organic chemistry 20140429

We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral α-hydroxy esters. The protocol tolerates a broad range of β-keto acids with inactivated aromatic and aliphatic α-keto esters. The possible mechanism is rationalized. ...[more]

PMID: 24991246

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