Imperial College London
Alternate

Professor Alan C Spivey

Faculty of Natural Sciences, Department of Chemistry

Associate Provost (L&T), Professor of Synthetic Chemistry
 
 
 
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Contact

 

+44 (0)20 7594 5841a.c.spivey Website CV

 
 
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Location

 

501CMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@inbook{Murray:2016:10.1002/9783527675142.ch12,
author = {Murray, JI and Heckenast, Z and Spivey, AC},
booktitle = {Lewis Base Catalysis in Organic Synthesis},
doi = {10.1002/9783527675142.ch12},
pages = {457--526},
title = {Chiral Lewis Base Activation of Acyl and Related Donors in Enantioselective Transformations (n → π*)},
url = {http://dx.doi.org/10.1002/9783527675142.ch12},
year = {2016}
}
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RIS format (EndNote, RefMan)

TY  - CHAP
AB  - The role of Lewis bases in acylation reactions has been studied from both synthetic and mechanistic standpoints with a particular recent focus on enantioselective variants mediated by single enantiomer chiral Lewis bases deployed substoichiometrically. The modern-era of research into asymmetric enantioselective nucleophile-catalyzed acyl transfer using designed nucleophiles was initiated in the mid-1990s by the groups of Vedejs and Fu. This group developed chiral ferro-cenyl 4-dialkylaminopyridine derivatives first for the kinetic resolution (KR) of sec-alcohols and for an array of other transformations. Since the 1980s, the synthetic potential of enantioselective acylation has been well established in the context of fine chemical synthesis as a result of the development of biocatalytic processes that rely on hydrolytic enzymes. Cognizant that both bases and nucleophiles catalyze the acylation of alcohols using anhydrides and that alkyl phosphines in particular display weak basicity and strong nucleophilicity, Vedejs and Diver published a study of the utility of phosphines as acyl transfer catalysts.
AU  - Murray,JI
AU  - Heckenast,Z
AU  - Spivey,AC
DO  - 10.1002/9783527675142.ch12
EP  - 526
PY  - 2016///
SN  - 9783527336180
SP  - 457
TI  - Chiral Lewis Base Activation of Acyl and Related Donors in Enantioselective Transformations (n → π)
T1  - Lewis Base Catalysis in Organic Synthesis
UR  - http://dx.doi.org/10.1002/9783527675142.ch12
ER  -
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