Chiral aminonaphthol‐catalyzed enantioselective carbonyl addition of diethylzinc to aromatic aldehydes high‐throughput screened by CD‐HPLC analysis | Zendy

Xu Ling | Zendy; Shen Xiumin | Zendy; Zhang Cong | Zendy; Mikami Koichi | Zendy

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Chiral aminonaphthol‐catalyzed enantioselective carbonyl addition of diethylzinc to aromatic aldehydes high‐throughput screened by CD‐HPLC analysis

Author(s) -

Xu Ling,

Shen Xiumin,

Zhang Cong,

Mikami Koichi

Publication year - 2005

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20183

Subject(s) - diethylzinc , chemistry , benzaldehyde , enantioselective synthesis , catalysis , enantiomer , hydrolysis , condensation , high performance liquid chromatography , organic chemistry , aldehyde , enantiomeric excess , medicinal chemistry , chromatography , physics , thermodynamics

Optically active aminonaphthols derivatives 1a – d are obtained by condensation of 2‐naphthol, substituted benzaldehyde, and ( S )‐methylbenzylamine under mild conditions, without side products. Their absolute configurations are determined by X‐ray crystallographic analysis. The addition of diethylzinc to aromatic aldehydes is considerably accelerated by the presence of a catalytic amount of crystalline 1a – d to give, after hydrolysis, the corresponding 1‐phenylpropanol in good enantiomeric purity, as determined by CD‐HPLC analysis as HTPS (high‐throughput screening). © 2005 Wiley‐Liss, Inc. Chirality 17:476–480, 2005.

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