Stereoselective addition of methyl acrylate to α-amino aldehydes

Article abstract of DOI:10.1080/00397919108021585

Variously N-protected α-aminoaldehydes exhibit reasonable diastereoselectivity in the Baylis-Hillman coupling with methyl acrylate to provide either primarily syn or anti α-methylene-β-hydroxy-γ-amino esters.

Full text of DOI:10.1080/00397919108021585

This article was downloaded by: [University of Bristol]
On: 28 January 2015, At: 23:26
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number:
1072954 Registered office: Mortimer House, 37-41 Mortimer Street,
London W1T 3JH, UK
Synthetic Communications:
An International Journal
for Rapid Communication of
Synthetic Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
Stereoselective Addition of
Methyl Acrylate to α-Amino
Aldehydes
Thavrin Manickum a & Gregory Roos a
a Chemistry Department , University of Natal ,
Box 375, Pietermaritzburg, 3200, Republic of
South Africa
Published online: 23 Sep 2006.
To cite this article: Thavrin Manickum & Gregory Roos (1991) Stereoselective
Addition of Methyl Acrylate to α-Amino Aldehydes, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry,
21:22, 2269-2274, DOI: 10.1080/00397919108021585
To link to this article: http://dx.doi.org/10.1080/00397919108021585
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all
the information (the “Content”) contained in the publications on our
platform. However, Taylor & Francis, our agents, and our licensors
make no representations or warranties whatsoever as to the accuracy,
completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of
the authors, and are not the views of or endorsed by Taylor & Francis.
The accuracy of the Content should not be relied upon and should be
independently verified with primary sources of information. Taylor and

Francis shall not be liable for any losses, actions, claims, proceedings,
demands, costs, expenses, damages, and other liabilities whatsoever
or howsoever caused arising directly or indirectly in connection with, in
relation to or arising out of the use of the Content.
This article may be used for research, teaching, and private study
purposes. Any substantial or systematic reproduction, redistribution,
reselling, loan, sub-licensing, systematic supply, or distribution in any
form to anyone is expressly forbidden. Terms & Conditions of access
and use can be found at http://www.tandfonline.com/page/terms-and-
conditions