L-Proline catalysed asymmetric aldol reactions in PEG-400 as recyclable medium and transfer aldol reactions

S. Chandrasekhar; N. Ramakrishna Reddy; S. Shameem Sultana; Ch Narsihmulu; K. Venkatram Reddy

doi:10.1016/j.tet.2005.09.122

L-Proline catalysed asymmetric aldol reactions in PEG-400 as recyclable medium and transfer aldol reactions

S. Chandrasekhar, N. Ramakrishna Reddy, S. Shameem Sultana, Ch Narsihmulu, K. Venkatram Reddy

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134 Scopus citations

Abstract

L-Proline-catalysed direct asymmetric aldol reaction of acetone with various aldehydes in PEG-400 is described. Recycling of the catalyst and solvent (PEG) was possible up to ten runs without loss of catalyst activity. l-Proline was also found to be an efficient catalyst for the asymmetric transfer aldol reaction between various aldehydes and diacetone alcohol for the first time. Good yields and enantioselectivities were observed with both methods.

Original language	English (US)
Pages (from-to)	338-345
Number of pages	8
Journal	Tetrahedron
Volume	62
Issue number	2-3
DOIs	https://doi.org/10.1016/j.tet.2005.09.122
State	Published - Jan 9 2006
Externally published	Yes

Bibliographical note

Funding Information:
Three of us (N.R.R., S.S.S. and C.N.) thank CSIR New Delhi for financial support. IICT Communication no. 050704

Keywords

Aldol reaction
L-Proline
PEG-400
Transfer aldol reaction

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abstract = "L-Proline-catalysed direct asymmetric aldol reaction of acetone with various aldehydes in PEG-400 is described. Recycling of the catalyst and solvent (PEG) was possible up to ten runs without loss of catalyst activity. l-Proline was also found to be an efficient catalyst for the asymmetric transfer aldol reaction between various aldehydes and diacetone alcohol for the first time. Good yields and enantioselectivities were observed with both methods.",

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AU - Chandrasekhar, S.

AU - Reddy, N. Ramakrishna

AU - Sultana, S. Shameem

AU - Narsihmulu, Ch

AU - Reddy, K. Venkatram

N1 - Funding Information: Three of us (N.R.R., S.S.S. and C.N.) thank CSIR New Delhi for financial support. IICT Communication no. 050704

PY - 2006/1/9

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N2 - L-Proline-catalysed direct asymmetric aldol reaction of acetone with various aldehydes in PEG-400 is described. Recycling of the catalyst and solvent (PEG) was possible up to ten runs without loss of catalyst activity. l-Proline was also found to be an efficient catalyst for the asymmetric transfer aldol reaction between various aldehydes and diacetone alcohol for the first time. Good yields and enantioselectivities were observed with both methods.

AB - L-Proline-catalysed direct asymmetric aldol reaction of acetone with various aldehydes in PEG-400 is described. Recycling of the catalyst and solvent (PEG) was possible up to ten runs without loss of catalyst activity. l-Proline was also found to be an efficient catalyst for the asymmetric transfer aldol reaction between various aldehydes and diacetone alcohol for the first time. Good yields and enantioselectivities were observed with both methods.

KW - Aldol reaction

KW - L-Proline

KW - PEG-400

KW - Transfer aldol reaction

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ER -

L-Proline catalysed asymmetric aldol reactions in PEG-400 as recyclable medium and transfer aldol reactions

Abstract

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Keywords

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