Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters
Weiss M, Gröger H (2009)
SYNLETT 2009(08): 1251-1254.
Zeitschriftenaufsatz
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Autor*in
Weiss, Markus;
Gröger, HaraldUniBi
Abstract / Bemerkung
A practical, highly enantioselective method for the synthesis of short-chain aliphatic beta-amino acid esters was developed starting from prochiral and easily accessible Substrates. This chemoenzymatic approach is based oil a nonenzymatic aza-Michael addition of benzylamine to enoates and subsequent lipase-catalyzed resolution via enantioselective aminolysis. The two reactions are carried out as a one-pot synthesis under solvent free-conditions affording the beta-amino esters in satisfying to good yields and with excellent enantioselectivities of up to 99% ee.
Stichworte
aminolysis;
amino acids;
asymmetric catalysis;
stereoselective synthesis;
enzyme catalysis
Erscheinungsjahr
2009
Zeitschriftentitel
SYNLETT
Band
2009
Ausgabe
08
Seite(n)
1251-1254
ISSN
0936-5214
eISSN
1437-2096
Page URI
https://pub.uni-bielefeld.de/record/2346645
Zitieren
Weiss M, Gröger H. Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters. SYNLETT. 2009;2009(08):1251-1254.
Weiss, M., & Gröger, H. (2009). Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters. SYNLETT, 2009(08), 1251-1254. https://doi.org/10.1055/s-0029-1216721
Weiss, Markus, and Gröger, Harald. 2009. “Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters”. SYNLETT 2009 (08): 1251-1254.
Weiss, M., and Gröger, H. (2009). Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters. SYNLETT 2009, 1251-1254.
Weiss, M., & Gröger, H., 2009. Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters. SYNLETT, 2009(08), p 1251-1254.
M. Weiss and H. Gröger, “Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters”, SYNLETT, vol. 2009, 2009, pp. 1251-1254.
Weiss, M., Gröger, H.: Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters. SYNLETT. 2009, 1251-1254 (2009).
Weiss, Markus, and Gröger, Harald. “Practical, Highly Enantioselective Chemoenzymatic One-Pot Synthesis of Short-Chain Aliphatic beta-Amino Acid Esters”. SYNLETT 2009.08 (2009): 1251-1254.
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