Home / Publications / Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone

Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone

Sudipto Bhowmick 1
Sudipto Bhowmick
, 
Kartick Chandra Bhowmick 1
Kartick Chandra Bhowmick
10.1016/j.mencom.2013.03.015
Published 2013-03-06
Communication , Volume 23, Issue 2, 96-97
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Bhowmick S., Bhowmick K. C. Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone // Mendeleev Communications. 2013. Vol. 23. No. 2. pp. 96-97.
GOST all authors (up to 50) Copy
Bhowmick S., Bhowmick K. C. Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone // Mendeleev Communications. 2013. Vol. 23. No. 2. pp. 96-97.
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TY - JOUR
DO - 10.1016/j.mencom.2013.03.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.03.015
TI - Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone
T2 - Mendeleev Communications
AU - Bhowmick, Sudipto
AU - Bhowmick, Kartick Chandra
PY - 2013
DA - 2013/03/06
PB - Mendeleev Communications
SP - 96-97
IS - 2
VL - 23
ER -
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@article{2013_Bhowmick,
author = {Sudipto Bhowmick and Kartick Chandra Bhowmick},
title = {Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone},
journal = {Mendeleev Communications},
year = {2013},
volume = {23},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.03.015},
number = {2},
pages = {96--97},
doi = {10.1016/j.mencom.2013.03.015}
}
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Bhowmick, Sudipto, and Kartick Chandra Bhowmick. “Aldol–Tishchenko–Tishchenko reaction: sodium tert-butoxide-mediated one step formation of 1,3-glycol diester from benzaldehyde and isobutyrophenone.” Mendeleev Communications, vol. 23, no. 2, Mar. 2013, pp. 96-97. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.03.015.

Keywords

1,3-dibenzoate ester
Aldol-Tishchenko-Tishchenko reaction
diastereoselective synthesis
NaOtBu

Abstract

Sodium tert-butoxide promoted reaction between isobutyrophenone and excess (> 4mol) benzaldehyde gives anti-1,3-dibenzoyloxy- 2,2-dimethyl-1,3-diphenylpropane, a product of sequential aldol–Tishchenko and Tishchenko reactions.

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Direct Asymmetric Aldol‐Tishchenko Reaction
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European Journal of Organic Chemistry, 2006
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Meerwein–Ponndorf–Verley reaction of α-ketoepoxides. A stereocontrolled one-step synthesis of epoxy-1,3-diol monoesters
Baramee A., Chaichit N., Intawee P., Thebtaranonth C., Thebtaranonth Y.
Journal of the Chemical Society Chemical Communications, 1991
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Simple Metal Alkoxides as Effective Catalysts for the Hetero-Aldol−Tishchenko Reaction
Mascarenhas C.M., Duffey M.O., Liu S., Morken J.P.
Organic Letters, 1999
8.
Synthesis of Yb Complexes with Amino-Acid-Armed Ligands for Direct Asymmetric Tandem Aldol Reduction Reactions
Stodulski M., Jaźwiński J., Mlynarski J.
European Journal of Organic Chemistry, 2008