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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 31, Number 4
BKCSDE 31(4)
April 20, 2010 

Highly Enantioselective Addition of Diethylzinc to Aldehydes
Catalyzed by Novel Chiral tert-Amino Alcohols
Cong hai Zhang, Sheng jiao Yan, Sheng qiang Pan, Rong Huang, Jun Lin*
Amino alcohol, Asymmetric addition, Aldehydes, Alkylation
A series of novel chiral tert-amino alcohols 4a-h derived from enantiomerically pure phenylalanine were synthesized efficiently and used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc (diethylzinc- to-aldehyde addition). The use of 10 mol % of the amino alcohols led to the corresponding sec-alcohols with excellent enantioselectivities (up to 100% ee) and high yields.
869 - 873
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