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Highly diastereoselective and enantioselective direct organocatalytic anti-selective Mannich reactions employing N-tosylimines.
Chem Commun (Camb). 2007 Oct 28CC

Abstract

Organocatalytic direct anti-selective Mannich reactions of O-TBS-hydroxyacetone with various N-tosylimines derived from aromatic aldehydes in the presence of L-threonine-derived catalyst afforded 1,2-amino alcohols in good yields and with enantioselectivities of 99% in almost all cases.

Authors+Show Affiliations

Cheng L
Department of Chemistry, National University of Singapore, 3 Science Drive, Singapore 117543, Republic of Singapore.
Han X
No affiliation info available
Huang H
No affiliation info available
Wong MW
No affiliation info available
Lu Y
No affiliation info available

MeSH

AldehydesCatalysisIminesMannich BasesMolecular StructureStereoisomerismSulfonamidesTosyl Compounds

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17925956

Citation

Cheng, Lili, et al. "Highly Diastereoselective and Enantioselective Direct Organocatalytic Anti-selective Mannich Reactions Employing N-tosylimines." Chemical Communications (Cambridge, England), 2007, pp. 4143-5.
Cheng L, Han X, Huang H, et al. Highly diastereoselective and enantioselective direct organocatalytic anti-selective Mannich reactions employing N-tosylimines. Chem Commun (Camb). 2007.
Cheng, L., Han, X., Huang, H., Wong, M. W., & Lu, Y. (2007). Highly diastereoselective and enantioselective direct organocatalytic anti-selective Mannich reactions employing N-tosylimines. Chemical Communications (Cambridge, England), (40), 4143-5.
Cheng L, et al. Highly Diastereoselective and Enantioselective Direct Organocatalytic Anti-selective Mannich Reactions Employing N-tosylimines. Chem Commun (Camb). 2007 Oct 28;(40)4143-5. PubMed PMID: 17925956.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly diastereoselective and enantioselective direct organocatalytic anti-selective Mannich reactions employing N-tosylimines. AU - Cheng,Lili, AU - Han,Xiao, AU - Huang,Huiming, AU - Wong,Ming Wah, AU - Lu,Yixin, Y1 - 2007/08/03/ PY - 2007/10/11/pubmed PY - 2008/1/3/medline PY - 2007/10/11/entrez SP - 4143 EP - 5 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) IS - 40 N2 - Organocatalytic direct anti-selective Mannich reactions of O-TBS-hydroxyacetone with various N-tosylimines derived from aromatic aldehydes in the presence of L-threonine-derived catalyst afforded 1,2-amino alcohols in good yields and with enantioselectivities of 99% in almost all cases. SN - 1359-7345 UR - https://www.unboundmedicine.com/medline/citation/17925956/Highly_diastereoselective_and_enantioselective_direct_organocatalytic_anti_selective_Mannich_reactions_employing_N_tosylimines_ L2 - https://doi.org/10.1039/b706793c DB - PRIME DP - Unbound Medicine ER -