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Organocatalytic highly enantio- and diastereoselective Mannich reaction of beta-ketoesters with N-Boc-aldimines.
J Org Chem. 2009 Aug 07; 74(15):5734-7.JO

Abstract

The catalytic enantioselective Mannich reaction promoted by chiral bifunctional organocatalysts is described. The treatment of beta-ketoesters with N-Boc-aldimines under mild reaction conditions afforded the corresponding beta-amino beta-ketoesters with excellent diastereoselectivities (up to 100:0 dr) and excellent enantioselectivities (up to 99% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Kang YK
Department of Chemistry, Soonchunhyang University, Asan, Chungnam 336-745, Korea.
Kim DY
No affiliation info available

MeSH

AminesCatalysisIminesKetonesMolecular StructureStereoisomerismThiourea

Pub Type(s)

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

Language

eng

PubMed ID

19555053

Citation

Kang, Young Ku, and Dae Young Kim. "Organocatalytic Highly Enantio- and Diastereoselective Mannich Reaction of Beta-ketoesters With N-Boc-aldimines." The Journal of Organic Chemistry, vol. 74, no. 15, 2009, pp. 5734-7.
Kang YK, Kim DY. Organocatalytic highly enantio- and diastereoselective Mannich reaction of beta-ketoesters with N-Boc-aldimines. J Org Chem. 2009;74(15):5734-7.
Kang, Y. K., & Kim, D. Y. (2009). Organocatalytic highly enantio- and diastereoselective Mannich reaction of beta-ketoesters with N-Boc-aldimines. The Journal of Organic Chemistry, 74(15), 5734-7. https://doi.org/10.1021/jo900880t
Kang YK, Kim DY. Organocatalytic Highly Enantio- and Diastereoselective Mannich Reaction of Beta-ketoesters With N-Boc-aldimines. J Org Chem. 2009 Aug 7;74(15):5734-7. PubMed PMID: 19555053.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Organocatalytic highly enantio- and diastereoselective Mannich reaction of beta-ketoesters with N-Boc-aldimines. AU - Kang,Young Ku, AU - Kim,Dae Young, PY - 2009/6/27/entrez PY - 2009/6/27/pubmed PY - 2009/12/16/medline SP - 5734 EP - 7 JF - The Journal of organic chemistry JO - J Org Chem VL - 74 IS - 15 N2 - The catalytic enantioselective Mannich reaction promoted by chiral bifunctional organocatalysts is described. The treatment of beta-ketoesters with N-Boc-aldimines under mild reaction conditions afforded the corresponding beta-amino beta-ketoesters with excellent diastereoselectivities (up to 100:0 dr) and excellent enantioselectivities (up to 99% ee). SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/19555053/Organocatalytic_highly_enantio__and_diastereoselective_Mannich_reaction_of_beta_ketoesters_with_N_Boc_aldimines_ L2 - https://doi.org/10.1021/jo900880t DB - PRIME DP - Unbound Medicine ER -