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Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids.
Org Lett. 2006 Dec 21; 8(26):6023-6.OL

Abstract

[Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid, derived from 3,3-di(4-chloropheneyl)-H8-binol, exhibited superior enantioselectivity, affording fairly good yields and enantioselectivities for the reaction of a range of aromatic aldimines with cyclohexenone.

Authors+Show Affiliations

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17165920

Citation

Liu, Hua, et al. "Enantioselective Direct Aza hetero-Diels-Alder Reaction Catalyzed By Chiral Brønsted Acids." Organic Letters, vol. 8, no. 26, 2006, pp. 6023-6.
Liu H, Cun LF, Mi AQ, et al. Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids. Org Lett. 2006;8(26):6023-6.
Liu, H., Cun, L. F., Mi, A. Q., Jiang, Y. Z., & Gong, L. Z. (2006). Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids. Organic Letters, 8(26), 6023-6.
Liu H, et al. Enantioselective Direct Aza hetero-Diels-Alder Reaction Catalyzed By Chiral Brønsted Acids. Org Lett. 2006 Dec 21;8(26):6023-6. PubMed PMID: 17165920.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids. AU - Liu,Hua, AU - Cun,Lin-Feng, AU - Mi,Ai-Qiao, AU - Jiang,Yao-Zhong, AU - Gong,Liu-Zhu, PY - 2006/12/15/pubmed PY - 2006/12/15/medline PY - 2006/12/15/entrez SP - 6023 EP - 6 JF - Organic letters JO - Org Lett VL - 8 IS - 26 N2 - [Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid, derived from 3,3-di(4-chloropheneyl)-H8-binol, exhibited superior enantioselectivity, affording fairly good yields and enantioselectivities for the reaction of a range of aromatic aldimines with cyclohexenone. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17165920/Enantioselective_direct_aza_hetero_Diels_Alder_reaction_catalyzed_by_chiral_Brønsted_acids_ L2 - https://doi.org/10.1021/ol062499t DB - PRIME DP - Unbound Medicine ER -
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