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Efficient organocatalytic cross-aldol reaction between aliphatic aldehydes through their functional differentiation.
J Am Chem Soc. 2011 Nov 16; 133(45):18130-3.JA

Abstract

A chemo- and stereoselective asymmetric direct cross-aldol reaction between aliphatic aldehydes and α-chloroaldehydes has been developed as a method for the formation of the sole cross-aldol adduct with both enantio- and diastereocontrol, and either anti- or syn-aldol adducts were obtained in good to excellent stereoselectivities by use of proline or a novel axially chiral amino sulfonamide as catalyst.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Kano T
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
Sugimoto H
No affiliation info available
Maruoka K
No affiliation info available

MeSH

AlcoholsAldehydesCatalysisMolecular StructureProlineStereoisomerismSulfonamides

Pub Type(s)

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

Language

eng

PubMed ID

21999103

Citation

Kano, Taichi, et al. "Efficient Organocatalytic Cross-aldol Reaction Between Aliphatic Aldehydes Through Their Functional Differentiation." Journal of the American Chemical Society, vol. 133, no. 45, 2011, pp. 18130-3.
Kano T, Sugimoto H, Maruoka K. Efficient organocatalytic cross-aldol reaction between aliphatic aldehydes through their functional differentiation. J Am Chem Soc. 2011;133(45):18130-3.
Kano, T., Sugimoto, H., & Maruoka, K. (2011). Efficient organocatalytic cross-aldol reaction between aliphatic aldehydes through their functional differentiation. Journal of the American Chemical Society, 133(45), 18130-3. https://doi.org/10.1021/ja208873k
Kano T, Sugimoto H, Maruoka K. Efficient Organocatalytic Cross-aldol Reaction Between Aliphatic Aldehydes Through Their Functional Differentiation. J Am Chem Soc. 2011 Nov 16;133(45):18130-3. PubMed PMID: 21999103.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Efficient organocatalytic cross-aldol reaction between aliphatic aldehydes through their functional differentiation. AU - Kano,Taichi, AU - Sugimoto,Hisashi, AU - Maruoka,Keiji, Y1 - 2011/10/20/ PY - 2011/10/18/entrez PY - 2011/10/18/pubmed PY - 2012/3/8/medline SP - 18130 EP - 3 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 133 IS - 45 N2 - A chemo- and stereoselective asymmetric direct cross-aldol reaction between aliphatic aldehydes and α-chloroaldehydes has been developed as a method for the formation of the sole cross-aldol adduct with both enantio- and diastereocontrol, and either anti- or syn-aldol adducts were obtained in good to excellent stereoselectivities by use of proline or a novel axially chiral amino sulfonamide as catalyst. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/21999103/Efficient_organocatalytic_cross_aldol_reaction_between_aliphatic_aldehydes_through_their_functional_differentiation_ L2 - https://doi.org/10.1021/ja208873k DB - PRIME DP - Unbound Medicine ER -