Asymmetric Syntheses Vi: Asymmetric Aldol Reaction of D-Camphor Imine Derived From Benzylamine
- 1 August 1988
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 18 (11) , 1291-1298
- https://doi.org/10.1080/00397918808060923
Abstract
Addition of the D-camphor imine of benzylamine to a variety of aldehydes or ketones gives diastereose-lectivities ranging from 16–70%. The d.e. value is attributed by the difference of the orientation of C-11 groups. The rotation of (5e) indicates that addition reaction occurs from the pro-R face of lithium derivative (2).Keywords
This publication has 11 references indexed in Scilit:
- Asymmetrische Synthese von α-Aminophosphonsäuren, III. Asymmetrische Synthese von (S)-(1-Aminoalkyl)phosphonsäure-diethylestern unter Verwendung von (+)-Campher als chiralem HilfsreagensEuropean Journal of Organic Chemistry, 1987
- Enantioselective ring construction: synthesis of (+)-estrone methyl etherThe Journal of Organic Chemistry, 1987
- Asymmetric induction at C(β) and C(α) of N-enoyl sultams by 1,4-hydride addition/enolate trappingTetrahedron Letters, 1986
- Alkylation of camphor imines of glycinates. Diastereoselectivity as a function of electronic factors in the alkylating agentCanadian Journal of Chemistry, 1986
- Asymmetric synthesis of α-hydroxy-esters via ester enolatesTetrahedron Letters, 1985
- Asymmetric α‐Acetoxylation of Carboxylic Esters. Preliminary CommunicationHelvetica Chimica Acta, 1985
- Simple camphor derivatives as chiral auxiliaries for asymmetric conjugate additionTetrahedron, 1985
- Asymmetric diels-alder reaction of a chiral allenic ester : enantioselective synthesis of (−)-β-santaleneTetrahedron Letters, 1983
- The reduction of oximes with tervalent titanium, a mild deoximation procedure and the partial synthesis of erythromycylamine.Tetrahedron Letters, 1971
- Analeptic Activity of Tremor-producing Amino-AlcoholsJournal of Pharmacy and Pharmacology, 1963