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Proline-catalyzed asymmetric synthesis of syn- and anti-1,3-diamines.
J Org Chem. 2013 Dec 06; 78(23):11756-64.JO

Abstract

A general organocatalytic strategy for asymmetric synthesis of both syn/anti-1,3-diamines has been developed. The strategy employs proline-catalyzed sequential α-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step where syn-1,3-diamine was obtained as the most favorable product.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Kumar P
Organic Chemistry Division, CSIR-National Chemical Laboratory (CSIR-NCL) , Homi Bhabha Road, Pune 411008, Maharashtra, India.
Jha V
No affiliation info available
Gonnade R
No affiliation info available

MeSH

AldehydesCatalysisDiaminesMolecular StructureProlineStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

24236505

Citation

Kumar, Pradeep, et al. "Proline-catalyzed Asymmetric Synthesis of Syn- and Anti-1,3-diamines." The Journal of Organic Chemistry, vol. 78, no. 23, 2013, pp. 11756-64.
Kumar P, Jha V, Gonnade R. Proline-catalyzed asymmetric synthesis of syn- and anti-1,3-diamines. J Org Chem. 2013;78(23):11756-64.
Kumar, P., Jha, V., & Gonnade, R. (2013). Proline-catalyzed asymmetric synthesis of syn- and anti-1,3-diamines. The Journal of Organic Chemistry, 78(23), 11756-64. https://doi.org/10.1021/jo401722e
Kumar P, Jha V, Gonnade R. Proline-catalyzed Asymmetric Synthesis of Syn- and Anti-1,3-diamines. J Org Chem. 2013 Dec 6;78(23):11756-64. PubMed PMID: 24236505.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Proline-catalyzed asymmetric synthesis of syn- and anti-1,3-diamines. AU - Kumar,Pradeep, AU - Jha,Vishwajeet, AU - Gonnade,Rajesh, Y1 - 2013/11/21/ PY - 2013/11/19/entrez PY - 2013/11/19/pubmed PY - 2014/10/13/medline SP - 11756 EP - 64 JF - The Journal of organic chemistry JO - J Org Chem VL - 78 IS - 23 N2 - A general organocatalytic strategy for asymmetric synthesis of both syn/anti-1,3-diamines has been developed. The strategy employs proline-catalyzed sequential α-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step where syn-1,3-diamine was obtained as the most favorable product. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/24236505/Proline_catalyzed_asymmetric_synthesis_of_syn__and_anti_13_diamines_ DB - PRIME DP - Unbound Medicine ER -