Issue 20, 2008
From the journal:

Chemical Communications

Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL†

Kuo-Hui Wu,a   Da-Wei Chuang,a   Chien-An Chena  and  Han-Mou Gau*a  

* Corresponding authors

a Department of Chemistry, National Chung Hsing University, Taiwan, Republic of China
E-mail: hmgau@dragon.nchu.edu.tw
Fax: (+)886-4-22862547
Tel: (+)886-4-22878615

Abstract

Novel asymmetric 2-furyl additions of (2-furyl)AlEt2(THF) to aromatic ketones and one α,β-unsaturated ketone catalyzed by a titanium catalyst of 10–20 mol% (S)-BINOL are reported to furnish tertiary furyl alcohols in good to excellent enantioselectivities of 87–93% ee.

Graphical abstract: Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL

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Article information

DOI
https://doi.org/10.1039/B802441C
Article type
Communication
Submitted
12 Feb 2008
Accepted
10 Mar 2008
First published
17 Apr 2008

Chem. Commun., 2008, 2343-2345

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Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL

K. Wu, D. Chuang, C. Chen and H. Gau, Chem. Commun., 2008, 2343 DOI: 10.1039/B802441C

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