Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems

Henk Kleijn; Evelien Rijnberg; J. T B H Jastrzebski; Gerard Van Koten

Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems

Henk Kleijn
, Evelien Rijnberg
, J. T B H Jastrzebski
, Gerard Van Koten^*

^*Corresponding author for this work

Utrecht University

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

(equation presented) The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase organic/perfluorous enantioselective catalytic system.

Original language	English
Pages (from-to)	853-855
Number of pages	3
Journal	Organic Letters
Volume	1
Issue number	6
Publication status	Published - 23 Sept 1999

Cite this

@article{2c3d81ae20e7433aa87a4ff951f1be19,

title = "Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems",

abstract = "(equation presented) The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase organic/perfluorous enantioselective catalytic system.",

author = "Henk Kleijn and Evelien Rijnberg and Jastrzebski, \{J. T B H\} and \{Van Koten\}, Gerard",

year = "1999",

month = sep,

day = "23",

language = "English",

volume = "1",

pages = "853--855",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "6",

}

Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems. / Kleijn, Henk; Rijnberg, Evelien; Jastrzebski, J. T B H et al.
In: Organic Letters, Vol. 1, No. 6, 23.09.1999, p. 853-855.

Research output: Contribution to journal › Article › Academic › peer-review

TY - JOUR

T1 - Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems

AU - Kleijn, Henk

AU - Rijnberg, Evelien

AU - Jastrzebski, J. T B H

AU - Van Koten, Gerard

PY - 1999/9/23

Y1 - 1999/9/23

N2 - (equation presented) The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase organic/perfluorous enantioselective catalytic system.

AB - (equation presented) The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase organic/perfluorous enantioselective catalytic system.

UR - https://www.scopus.com/pages/publications/0001504694

M3 - Article

AN - SCOPUS:0001504694

SN - 1523-7060

VL - 1

SP - 853

EP - 855

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Synthesis of arylzinc thiolates containing perfluoroalkyl chains. Model catalyst precursors for the enantioselective zinc-mediated 1,2-addition of dialkylzincs to aldehydes in fluorous biphase systems

Abstract

Other files and links

Fingerprint

Cite this