Issue 29, 2012
From the journal:

Chemical Communications

The acid free asymmetric intermolecular α-alkylation of aldehydes in fluorinated alcohols†

Jian Xiao,ab   Kai Zhaoa  and  Teck-Peng Loh*a  

* Corresponding authors

a Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore, 637371
E-mail: teckpeng@ntu.edu.sg
Fax: +65 6515 8229
Tel: +65 63168899

b Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian, P. R. China, 116023

Abstract

The acid free asymmetric intermolecular α-alkylation of aldehydes with alcohols has been discovered using trifluoroethanol as solvent. This unprecedented system affords the enantioenriched functionalized primary alcohols (after NaBH4 reduction) in high yields and good to excellent enantioselectivities with wide substrate scope in the absence of any acid additive.

Graphical abstract: The acid free asymmetric intermolecular α-alkylation of aldehydes in fluorinated alcohols

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Article information

DOI
https://doi.org/10.1039/C2CC30261F
Article type
Communication
Submitted
12 Jan 2012
Accepted
08 Feb 2012
First published
09 Feb 2012

Chem. Commun., 2012,48, 3548-3550

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The acid free asymmetric intermolecular α-alkylation of aldehydes in fluorinated alcohols

J. Xiao, K. Zhao and T. Loh, Chem. Commun., 2012, 48, 3548 DOI: 10.1039/C2CC30261F

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