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Chiral monoaminoalcohols and diaminoalcohols of squaric acid: new catalysts for the asymmetric reduction of ketones by borane

✍ Scribed by Haibing Zhou; Shoumao Lü; Rugang Xie; Albert S.C Chan; Teng-Kuei Yang

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
74 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Two series of new chiral ligands, squaric acid aminoalcohols and C 2 -symmetric squaric acid diaminoalcohols have been synthesized. The chiral oxazaborolidines formed in situ from these ligands have been used in the enantioselective borane reduction of prochiral ketones and diketones to afford alcohol products with up to 99% enantiomeric excesses. The structures of the ligands have an obvious effect on the ee of the resulting alcohols.

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