Tryptophan was shown to be able to catalyze direct aldol reactions between various cyclic ketones and aromatic aldehydes in water with high enantioselectivity.
N. Mase, Y. Nakai, Naoko Ohara, H. Yoda, K. Takabe, F. Tanaka, C. Barbas (2006)
Organocatalytic direct asymmetric aldol reactions in water.Journal of the American Chemical Society, 128 3
Y. Hayashi, Tatsunobu Sumiya, Junichi Takahashi, H. Gotoh, Tatsuya Urushima, M. Shoji (2006)
Highly diastereo- and enantioselective direct aldol reactions in water.Angewandte Chemie, 45 6
B. List (2004)
Enamine catalysis is a powerful strategy for the catalytic generation and use of carbanion equivalents.Accounts of chemical research, 37 8
B. List, R. Lerner, C. Barbas (2000)
Proline-Catalyzed Direct Asymmetric Aldol ReactionsJournal of the American Chemical Society, 122
U. Lindström*, F. Andersson (2006)
Hydrophobically directed organic synthesis.Angewandte Chemie, 45 4
A. Berkessel, B. Koch, J. Lex (2004)
Proline-Derived N-Sulfonylcarboxamides: Readily Available, Highly Enantioselective and Versatile Catalysts for Direct Aldol ReactionsAdvanced Synthesis & Catalysis, 346
Chao‐Jun Li (2005)
Organic reactions in aqueous media with a focus on carbon-carbon bond formations: a decade update.Chemical reviews, 105 8
A. Córdova, Weibiao Zou, I. Ibrahem, Efraím Reyes, Magnus Engqvist, Wei‐Wei Liao (2005)
Acyclic amino acid-catalyzed direct asymmetric aldol reactions: alanine, the simplest stereoselective organocatalyst.Chemical communications, 28
Zhuo Tang, †. Yang, Xiao‐Hua Chen, L. Cun, A. Mi, Yaozhong Jiang, L. Gong (2005)
A Highly Efficient Organocatalyst for Direct Aldol Reactions of Ketones with AldedydesJournal of the American Chemical Society, 127
P. Grieco, Kiyoshi Yoshida, P. Garner (1983)
AQUEOUS INTERMOLECULAR DIELS-ALDER CHEMISTRY: REACTIONS OF DIENE CARBOXYLATES WITH DIENOPHILES IN WATER AT AMBIENT TEMPERATUREChemInform, 15
W. Notz, F. Tanaka, C. Barbas (2004)
Enamine-based organocatalysis with proline and diamines: the development of direct catalytic asymmetric Aldol, Mannich, Michael, and Diels-alder reactions.Accounts of chemical research, 37 8
(2004)
Enantioselective direct aldol reactions catalyzed by L-prolinamide derivatives.Proceedings of the National Academy of Sciences of the United States of America, 101 16
Zhuo Tang, F. Jiang, Luoting Yu, X. Cui, L. Gong, A. Mi, Yaozhong Jiang, Yundong Wu (2003)
Novel small organic molecules for a highly enantioselective direct aldol reaction.Journal of the American Chemical Society, 125 18
A. Córdova, W. Notz, C. Barbas (2002)
Direct organocatalytic aldol reactions in buffered aqueous media.Chemical communications, 24
U. Lindström* (2002)
Stereoselective organic reactions in water.Chemical reviews, 102 8
D. Rideout, R. Breslow (1980)
Hydrophobic acceleration of Diels-Alder reactionsJournal of the American Chemical Society, 102
S. Narayan, J. Muldoon, M. Finn, V. Fokin, H. Kolb, K. Sharpless (2005)
"On water": unique reactivity of organic compounds in aqueous suspension.Angewandte Chemie, 44 21
K. Sakthivel, W. Notz, T. Bui, C. Barbas (2001)
Amino acid catalyzed direct asymmetric aldol reactions: a bioorganic approach to catalytic asymmetric carbon-carbon bond-forming reactions.Journal of the American Chemical Society, 123 22
P. Dalko, Lionel Moisan (2004)
In the golden age of organocatalysis.Angewandte Chemie, 43 39
Hiromi Torii, Masakazu Nakadai, K. Ishihara, S. Saito, Hisashi Yamamoto (2004)
Asymmetric direct aldol reaction assisted by water and a proline-derived tetrazole catalyst.Angewandte Chemie, 43 15
Yongmei Xu, A. Córdova (2006)
Simple highly modular acyclic amine-catalyzed direct enantioselective addition of ketones to nitro-olefins.Chemical communications, 4
R. Breslow (2004)
Determining the geometries of transition States by use of antihydrophobic additives in water.Accounts of chemical research, 37 7
B. List, W. Notz (2000)
Catalytic Asymmetric Synthesis of anti-1,2-DiolsJournal of the American Chemical Society, 122
A. Bassan, Weibiao Zou, Efraím Reyes, F. Himo, A. Córdova (2005)
The origin of stereoselectivity in primary amino acid catalyzed intermolecular aldol reactions.Angewandte Chemie, 44 43
S. Otto, J. Engberts (2003)
Hydrophobic interactions and chemical reactivity.Organic & biomolecular chemistry, 1 16
N. Mase, Kaori Watanabe, H. Yoda, K. Takabe, F. Tanaka, C. Barbas (2006)
Organocatalytic direct michael reaction of ketones and aldehydes with beta-nitrostyrene in brine.Journal of the American Chemical Society, 128 15
R. Breslow (1991)
Hydrophobic Effects on Simple Organic Reactions in WaterChemInform, 22
Weibiao Zou, I. Ibrahem, P. Dziedzic, Henrik Sundén, A. Córdova (2005)
Small peptides as modular catalysts for the direct asymmetric aldol reaction: ancient peptides with aldolase enzyme activity.Chemical communications, 39
Carrie Aroyan, M. Vasbinder, Scott Miller (2005)
Dual catalyst control in the enantioselective intramolecular Morita-Baylis-Hillman reaction.Organic letters, 7 18
Tryptophan was shown to be able to catalyze direct aldol reactions between various cyclic ketones and aromatic aldehydes in water with high enantioselectivity.
Chemical Communications – Pubmed
Published: Apr 12, 2007
Access the full text.
Sign up today, get DeepDyve free for 14 days.