New atropisomeric amino alcohol ligands for enantioselective addition of diethylzinc to aldehydes.

Abstract:

:Efficient synthesis of several new atropisomeric amino alcohols having 1-phenyl-1H-pyrrole skeleton are reported. Steric arrangements of the products were confirmed by a single-crystal X-ray measurement. The consequences of the size of the N-substituents on enantioinduction were examined by employing the enantioselective catalytic addition of diethylzinc to a series of substituted benzaldehydes (yields 91-97%, up to 85% enantiomeric excess). The special effect of the ortho methoxy group of the substrate on the enantioinduction is also interpreted.

journal_name

Chirality

journal_title

Chirality

authors

Faigl F,Deák S,Erdélyi Z,Holczbauer T,Czugler M,Nyerges M,Mátravölgyi B

doi

10.1002/chir.22415

subject

Has Abstract

pub_date

2015-03-01 00:00:00

pages

216-22

issue

3

eissn

0899-0042

issn

1520-636X

journal_volume

27

pub_type

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