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Highly anti-selective catalytic aldol reactions of amides with aldehydes.
J Am Chem Soc. 2006 Jul 12; 128(27):8704-5.JA

Abstract

Barium phenoxide-catalyzed, highly anti-selective direct-type aldol reactions of amides with aldehydes have been developed. In the presence of a slight excess amount of an amide, the desired reactions proceeded smoothly under mild conditions, and a wide range of aromatic, heterocyclic, alpha,beta-unsaturated aldehydes were applicable to afford the desired adducts in high yields with high anti-selectivities. A catalytic, enantioselective reaction of an amide with an aldehyde using a chiral ligand is also described.

Authors+Show Affiliations

Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science Technology Agency (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.No affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

16819844

Citation

Saito, Susumu, and Shu Kobayashi. "Highly Anti-selective Catalytic Aldol Reactions of Amides With Aldehydes." Journal of the American Chemical Society, vol. 128, no. 27, 2006, pp. 8704-5.
Saito S, Kobayashi S. Highly anti-selective catalytic aldol reactions of amides with aldehydes. J Am Chem Soc. 2006;128(27):8704-5.
Saito, S., & Kobayashi, S. (2006). Highly anti-selective catalytic aldol reactions of amides with aldehydes. Journal of the American Chemical Society, 128(27), 8704-5.
Saito S, Kobayashi S. Highly Anti-selective Catalytic Aldol Reactions of Amides With Aldehydes. J Am Chem Soc. 2006 Jul 12;128(27):8704-5. PubMed PMID: 16819844.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly anti-selective catalytic aldol reactions of amides with aldehydes. AU - Saito,Susumu, AU - Kobayashi,Shu, PY - 2006/7/6/pubmed PY - 2007/9/11/medline PY - 2006/7/6/entrez SP - 8704 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 128 IS - 27 N2 - Barium phenoxide-catalyzed, highly anti-selective direct-type aldol reactions of amides with aldehydes have been developed. In the presence of a slight excess amount of an amide, the desired reactions proceeded smoothly under mild conditions, and a wide range of aromatic, heterocyclic, alpha,beta-unsaturated aldehydes were applicable to afford the desired adducts in high yields with high anti-selectivities. A catalytic, enantioselective reaction of an amide with an aldehyde using a chiral ligand is also described. SN - 0002-7863 UR - https://www.unboundmedicine.com/medline/citation/16819844/Highly_anti_selective_catalytic_aldol_reactions_of_amides_with_aldehydes_ L2 - https://doi.org/10.1021/ja061221t DB - PRIME DP - Unbound Medicine ER -