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Lewis acid-Lewis base catalyzed enantioselective hetero-Diels-Alder reaction for direct access to delta-lactones.
Org Lett. 2008 May 15; 10(10):2019-22.OL

Abstract

A complex formed in situ from Er(OTf)3 and a simple commercially available norephedrine ligand promotes an unprecedented [4 + 2] cycloaddition of alpha,beta-unsaturated acid chlorides with a broad range of aromatic and heteroaromatic aldehydes by a cooperative bifunctional Lewis acid-Lewis base catalytic mode of action providing valuable delta-lactone building blocks with excellent enantioselectivity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Tiseni PS
ETH Zürich, Laboratory of Organic Chemistry, Wolfgang-Pauli-Str. 10, Hönggerberg HCI E 111, CH-8093 Zürich, Switzerland.
Peters R
No affiliation info available

MeSH

CatalysisCyclizationErbiumLactonesLigandsMolecular StructureOrganometallic CompoundsStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

18429619

Citation

Tiseni, Paolo S., and René Peters. "Lewis acid-Lewis Base Catalyzed Enantioselective hetero-Diels-Alder Reaction for Direct Access to Delta-lactones." Organic Letters, vol. 10, no. 10, 2008, pp. 2019-22.
Tiseni PS, Peters R. Lewis acid-Lewis base catalyzed enantioselective hetero-Diels-Alder reaction for direct access to delta-lactones. Org Lett. 2008;10(10):2019-22.
Tiseni, P. S., & Peters, R. (2008). Lewis acid-Lewis base catalyzed enantioselective hetero-Diels-Alder reaction for direct access to delta-lactones. Organic Letters, 10(10), 2019-22. https://doi.org/10.1021/ol800742d
Tiseni PS, Peters R. Lewis acid-Lewis Base Catalyzed Enantioselective hetero-Diels-Alder Reaction for Direct Access to Delta-lactones. Org Lett. 2008 May 15;10(10):2019-22. PubMed PMID: 18429619.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Lewis acid-Lewis base catalyzed enantioselective hetero-Diels-Alder reaction for direct access to delta-lactones. AU - Tiseni,Paolo S, AU - Peters,René, Y1 - 2008/04/23/ PY - 2008/4/24/pubmed PY - 2008/7/17/medline PY - 2008/4/24/entrez SP - 2019 EP - 22 JF - Organic letters JO - Org Lett VL - 10 IS - 10 N2 - A complex formed in situ from Er(OTf)3 and a simple commercially available norephedrine ligand promotes an unprecedented [4 + 2] cycloaddition of alpha,beta-unsaturated acid chlorides with a broad range of aromatic and heteroaromatic aldehydes by a cooperative bifunctional Lewis acid-Lewis base catalytic mode of action providing valuable delta-lactone building blocks with excellent enantioselectivity. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/18429619/Lewis_acid_Lewis_base_catalyzed_enantioselective_hetero_Diels_Alder_reaction_for_direct_access_to_delta_lactones_ DB - PRIME DP - Unbound Medicine ER -