Enantioselective Additions of Diethylzinc and Diphenylzinc to Aldehydes Using 2-Dialkyl-aminomethyl-2‘-hydroxy- 1,1‘-binaphthyls

A set of 2-dialkylaminomethyl-2‘-hydroxy-1,1‘-binaphthyls was prepared and used in the catalytic asymmetric additions of diethylzinc and diphenylzinc to various types of aldehydes. These binaphthyl-based axially chiral amino alcohols show high enantioselectivity in the addition of organozincs to aro...

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Published inOrganic letters Vol. 4; no. 21; pp. 3759 - 3762
Main Authors Ko, Dong-Hyun, Kim, Kyoung Hoon, Ha, Deok-Chan
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.10.2002
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
AMPLIFICATION
BENZALDEHYDE
REAGENTS
DIALKYLZINCS
PHENYL TRANSFER
CARBONYL-COMPOUNDS
AROMATIC-ALDEHYDES
CATALYTIC ASYMMETRIC INDUCTION
DERIVATIVES
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Summary:A set of 2-dialkylaminomethyl-2‘-hydroxy-1,1‘-binaphthyls was prepared and used in the catalytic asymmetric additions of diethylzinc and diphenylzinc to various types of aldehydes. These binaphthyl-based axially chiral amino alcohols show high enantioselectivity in the addition of organozincs to aromatic and aliphatic aldehydes.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026761j