Tags

Type your tag names separated by a space and hit enter

An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media.
Chirality. 2010 Jun; 22(6):580-6.C

Abstract

The direct asymmetric aldol reactions of equivalent molar amounts of aldehydes and ketones were carried out at -20 degrees C over alkaline Al(2)O(3) with 20 mol % of Pro-Trp as catalyst and 20 mol % of N-methylmorpholine or 1,4-diazabicyclo[2.2.2]octane as additive. After simple and environmentally friendly work-up, moderate to high isolated yields (up to 95%), good diastereoselectivities (>99:1), and enantioselectivities (up to 98% ee) have been achieved for the reactions of different kinds of ketones with various aldehydes. The catalytic system could be reused without decrease of activity by addition of 10 mol % catalyst and base in the catalytic system.

Authors+Show Affiliations

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19899160

Citation

Lei, Meng, et al. "An Efficient Dipeptide-catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media." Chirality, vol. 22, no. 6, 2010, pp. 580-6.
Lei M, Xia S, Wang J, et al. An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media. Chirality. 2010;22(6):580-6.
Lei, M., Xia, S., Wang, J., Ge, Z., Cheng, T., & Li, R. (2010). An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media. Chirality, 22(6), 580-6. https://doi.org/10.1002/chir.20783
Lei M, et al. An Efficient Dipeptide-catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media. Chirality. 2010;22(6):580-6. PubMed PMID: 19899160.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media. AU - Lei,Meng, AU - Xia,Shuai, AU - Wang,Junfeng, AU - Ge,Zemei, AU - Cheng,Tieming, AU - Li,Runtao, PY - 2009/11/10/entrez PY - 2009/11/10/pubmed PY - 2010/8/21/medline SP - 580 EP - 6 JF - Chirality JO - Chirality VL - 22 IS - 6 N2 - The direct asymmetric aldol reactions of equivalent molar amounts of aldehydes and ketones were carried out at -20 degrees C over alkaline Al(2)O(3) with 20 mol % of Pro-Trp as catalyst and 20 mol % of N-methylmorpholine or 1,4-diazabicyclo[2.2.2]octane as additive. After simple and environmentally friendly work-up, moderate to high isolated yields (up to 95%), good diastereoselectivities (>99:1), and enantioselectivities (up to 98% ee) have been achieved for the reactions of different kinds of ketones with various aldehydes. The catalytic system could be reused without decrease of activity by addition of 10 mol % catalyst and base in the catalytic system. SN - 1520-636X UR - https://www.unboundmedicine.com/medline/citation/19899160/An_efficient_dipeptide_catalyzed_direct_asymmetric_aldol_reaction_of_equimolar_reactants_in_solid_media_ L2 - https://doi.org/10.1002/chir.20783 DB - PRIME DP - Unbound Medicine ER -