Polymer-supported beta-amino thioesters as catalysts for the enantioselective addition of diethylzinc to aldehydes

H.S. Eriksen, S.C. Oyaga, D.C. Sherrington, C.L. Gibson

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A series of novel polymer-supported thioesters were prepared and found to be effective catalysts for the enantioselective addition of diethylzinc to benzaldehyde. These catalysts gave 1-phenylpropanol in up to 86% ee. The catalysts were fully recyclable and could be used in subsequent additions with retention of the enantioselectivity and efficiency levels.
Original languageEnglish
Pages (from-to)1235-1238
Number of pages3
JournalSynlett
Volume2005
Issue number8
DOIs
Publication statusPublished - 17 May 2005

Fingerprint

Aldehydes
Polymers
Catalysts
Enantioselectivity
diethylzinc
1-phenylpropanol
benzaldehyde

Keywords

  • asymmetric catalysis
  • ligands
  • nucleophilic additions
  • polymers
  • supported catalysis

Cite this

Eriksen, H.S. ; Oyaga, S.C. ; Sherrington, D.C. ; Gibson, C.L. / Polymer-supported beta-amino thioesters as catalysts for the enantioselective addition of diethylzinc to aldehydes. In: Synlett. 2005 ; Vol. 2005, No. 8. pp. 1235-1238.
@article{d7fc3d7484e64054bfe51bf95641463d,
title = "Polymer-supported beta-amino thioesters as catalysts for the enantioselective addition of diethylzinc to aldehydes",
abstract = "A series of novel polymer-supported thioesters were prepared and found to be effective catalysts for the enantioselective addition of diethylzinc to benzaldehyde. These catalysts gave 1-phenylpropanol in up to 86{\%} ee. The catalysts were fully recyclable and could be used in subsequent additions with retention of the enantioselectivity and efficiency levels.",
keywords = "asymmetric catalysis, ligands, nucleophilic additions, polymers, supported catalysis",
author = "H.S. Eriksen and S.C. Oyaga and D.C. Sherrington and C.L. Gibson",
year = "2005",
month = "5",
day = "17",
doi = "10.1055/s-2005-865238",
language = "English",
volume = "2005",
pages = "1235--1238",
journal = "Synlett",
issn = "0936-5214",
number = "8",

}

Polymer-supported beta-amino thioesters as catalysts for the enantioselective addition of diethylzinc to aldehydes. / Eriksen, H.S.; Oyaga, S.C.; Sherrington, D.C.; Gibson, C.L.

In: Synlett, Vol. 2005, No. 8, 17.05.2005, p. 1235-1238.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Polymer-supported beta-amino thioesters as catalysts for the enantioselective addition of diethylzinc to aldehydes

AU - Eriksen, H.S.

AU - Oyaga, S.C.

AU - Sherrington, D.C.

AU - Gibson, C.L.

PY - 2005/5/17

Y1 - 2005/5/17

N2 - A series of novel polymer-supported thioesters were prepared and found to be effective catalysts for the enantioselective addition of diethylzinc to benzaldehyde. These catalysts gave 1-phenylpropanol in up to 86% ee. The catalysts were fully recyclable and could be used in subsequent additions with retention of the enantioselectivity and efficiency levels.

AB - A series of novel polymer-supported thioesters were prepared and found to be effective catalysts for the enantioselective addition of diethylzinc to benzaldehyde. These catalysts gave 1-phenylpropanol in up to 86% ee. The catalysts were fully recyclable and could be used in subsequent additions with retention of the enantioselectivity and efficiency levels.

KW - asymmetric catalysis

KW - ligands

KW - nucleophilic additions

KW - polymers

KW - supported catalysis

UR - http://dx.doi.org/10.1055/s-2005-865238

U2 - 10.1055/s-2005-865238

DO - 10.1055/s-2005-865238

M3 - Article

VL - 2005

SP - 1235

EP - 1238

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 8

ER -