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Asymmetric synthesis of syn-alpha-substituted beta-amino ketones by using sulfinimines and prochiral Weinreb amide enolates.
Org Lett. 2007 Jun 07; 9(12):2413-6.OL

Abstract

Syn-alpha-substituted beta-amino Weinreb amides are new chiral building blocks for asymmetric synthesis of syn-alpha-substituted beta-amino acids, aldehydes, and ketones and are prepared by addition of prochiral lithium enolates of Weinreb amides to sulfinimines (N-sulfinyl imines).

Authors+Show Affiliations

Davis FA
Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. fdavis@temple.edu
Song M
No affiliation info available

MeSH

AldehydesAmidesAmino AcidsIminesKetonesLithiumMolecular StructureStereoisomerismSulfur Compounds

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17497798

Citation

Davis, Franklin A., and Minsoo Song. "Asymmetric Synthesis of Syn-alpha-substituted Beta-amino Ketones By Using Sulfinimines and Prochiral Weinreb Amide Enolates." Organic Letters, vol. 9, no. 12, 2007, pp. 2413-6.
Davis FA, Song M. Asymmetric synthesis of syn-alpha-substituted beta-amino ketones by using sulfinimines and prochiral Weinreb amide enolates. Org Lett. 2007;9(12):2413-6.
Davis, F. A., & Song, M. (2007). Asymmetric synthesis of syn-alpha-substituted beta-amino ketones by using sulfinimines and prochiral Weinreb amide enolates. Organic Letters, 9(12), 2413-6.
Davis FA, Song M. Asymmetric Synthesis of Syn-alpha-substituted Beta-amino Ketones By Using Sulfinimines and Prochiral Weinreb Amide Enolates. Org Lett. 2007 Jun 7;9(12):2413-6. PubMed PMID: 17497798.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric synthesis of syn-alpha-substituted beta-amino ketones by using sulfinimines and prochiral Weinreb amide enolates. AU - Davis,Franklin A, AU - Song,Minsoo, Y1 - 2007/05/11/ PY - 2007/5/15/pubmed PY - 2007/8/19/medline PY - 2007/5/15/entrez SP - 2413 EP - 6 JF - Organic letters JO - Org Lett VL - 9 IS - 12 N2 - Syn-alpha-substituted beta-amino Weinreb amides are new chiral building blocks for asymmetric synthesis of syn-alpha-substituted beta-amino acids, aldehydes, and ketones and are prepared by addition of prochiral lithium enolates of Weinreb amides to sulfinimines (N-sulfinyl imines). SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17497798/Asymmetric_synthesis_of_syn_alpha_substituted_beta_amino_ketones_by_using_sulfinimines_and_prochiral_Weinreb_amide_enolates_ L2 - https://doi.org/10.1021/ol0708166 DB - PRIME DP - Unbound Medicine ER -