Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes

Xiaowu Yang; Jianheng Shen; Chaoshan Da; Rui Wang; Michael C.K. Choi; Liwei Yang; Kwok Yin Wong

doi:10.1016/S0957-4166(98)00497-2

Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes

Xiaowu Yang
, Jianheng Shen
, Chaoshan Da
, Rui Wang
, Michael C.K. Choi
, Liwei Yang
, Kwok Yin Wong

Research output: Journal article publication › Journal article › Academic research › peer-review

63 Citations (Scopus)

Abstract

A series of pyrrolidine derivatives with β-amino alcohol moieties prepared from (S)-proline were found to catalyze the enantioselective addition of diethylzinc to aldehydes to yield optically active secondary alcohols with high enantioselectivities. A mechanism accounting for the configurational change with the bulkiness of chiral ligands is proposed.

Original language	English
Pages (from-to)	133-138
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	10
Issue number	1
DOIs	https://doi.org/10.1016/S0957-4166(98)00497-2
Publication status	Published - 15 Jan 1999

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

More information

10.1016/S0957-4166(98)00497-2

Cite this

@article{af29e05f504649d98481b842d2b94a50,

title = "Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes",

abstract = "A series of pyrrolidine derivatives with β-amino alcohol moieties prepared from (S)-proline were found to catalyze the enantioselective addition of diethylzinc to aldehydes to yield optically active secondary alcohols with high enantioselectivities. A mechanism accounting for the configurational change with the bulkiness of chiral ligands is proposed.",

author = "Xiaowu Yang and Jianheng Shen and Chaoshan Da and Rui Wang and Choi, \{Michael C.K.\} and Liwei Yang and Wong, \{Kwok Yin\}",

year = "1999",

month = jan,

day = "15",

doi = "10.1016/S0957-4166(98)00497-2",

language = "English",

volume = "10",

pages = "133--138",

journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

publisher = "Elsevier Ltd",

number = "1",

}

TY - JOUR

T1 - Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes

AU - Yang, Xiaowu

AU - Shen, Jianheng

AU - Da, Chaoshan

AU - Wang, Rui

AU - Choi, Michael C.K.

AU - Yang, Liwei

AU - Wong, Kwok Yin

PY - 1999/1/15

Y1 - 1999/1/15

N2 - A series of pyrrolidine derivatives with β-amino alcohol moieties prepared from (S)-proline were found to catalyze the enantioselective addition of diethylzinc to aldehydes to yield optically active secondary alcohols with high enantioselectivities. A mechanism accounting for the configurational change with the bulkiness of chiral ligands is proposed.

AB - A series of pyrrolidine derivatives with β-amino alcohol moieties prepared from (S)-proline were found to catalyze the enantioselective addition of diethylzinc to aldehydes to yield optically active secondary alcohols with high enantioselectivities. A mechanism accounting for the configurational change with the bulkiness of chiral ligands is proposed.

UR - https://www.scopus.com/pages/publications/0033556515

U2 - 10.1016/S0957-4166(98)00497-2

DO - 10.1016/S0957-4166(98)00497-2

M3 - Journal article

SN - 0957-4166

VL - 10

SP - 133

EP - 138

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 1

ER -

Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes

Abstract

ASJC Scopus subject areas

More information

Other files and links

Fingerprint

Cite this