Ömer DİLEK, Mustafa Ali TEZEREN, Tahir TİLKİ, Erkan ERTÜRK

263214

Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes

Starting from a chiral secondary alcohol, novel enantiopure 1,4-aminoalkylphenols (AAPs) were prepared by exploiting conventional organic transformations such as the Mitsunobu reaction, Eschweiler--Clarke N-methylation, and demethylation of anisoles. The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et$_{2}$Zn addition to benzaldehyde. They were found to accelerate the Et$_{2}$Zn addition to benzaldehyde. High yields and enantioselectivities (e.g., 95% yield and 82% ee) were achieved.
Keywords:

Asymmetric catalysis, aminoalcohols, aminoalkylphenols, diethylzinc addition,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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