exo,exo-2-Amino-3-borneol-derived oxazolidinone as a new chiral auxiliary for use in asymmetric transformations
- 1 January 1994
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 16,p. 1861-1862
- https://doi.org/10.1039/c39940001861
Abstract
N-Acylimides derived from exo,exo-2-amino-3-borneol when subjected to alkylation, Diels–Alder reaction, and conjugate additions afford the corresponding products with a high level of asymmetric induction, particularly in those cases of inherent poor diastereofacial selectivity.Keywords
This publication has 20 references indexed in Scilit:
- Highly efficient chiral 2-oxazolidinone auxiliaries derived from methylcyclopentadienes and 2-oxazoloneTetrahedron Letters, 1994
- Synthesis of Enantiomerically Pure (5S)-4-Aza-2-oxa-6,6-dimethyl-7,10-methylene-5-spiro[4.5]-decan-3-one, a Novel Chiral Oxazolidin-2-one from (-)-Camphene for Use as a Recyclable Chiral Auxiliary in Asymmetric TransformationsHETEROCYCLES, 1994
- Stereocontrolled diels-alder reactions with chiral tricyclic oxazolidinonesTetrahedron: Asymmetry, 1993
- (5R)-7,8:9,10-Di-O-isopropylidene-2,6-dioxa-4-azaspiro[4,5]decan-3-one: a new chiral spirooxazolidin-2-one derived from D-(+)-galactose for use in asymmetric transformationsJournal of the Chemical Society, Chemical Communications, 1993
- Stereoselective Conjugate Addition of Organoaluminum Chlorides to α,β-Unsaturated Carboxylic Acid DerivativesSynthesis, 1993
- Enantiospecific preparation of [(2r,6s)-endo]-5-aza-1,10,10-trimethyl-3-oxatricyclo[5.2.1.02,6]decan-4-one by a nitrene-mediated route from [(1s)-endo]-(−)-borneol and its utility as a chiral auxiliary in some asymmetric transformationsTetrahedron, 1992
- Asymmetric aldol reactions. A new camphor-derived chiral auxiliary giving highly stereoselective aldol reactions of both lithium and titanium(IV) enolatesJournal of the American Chemical Society, 1991
- Organic Synthesis—Where now?Angewandte Chemie International Edition in English, 1990
- Double Asymmetric Synthesis and a New Strategy for Stereochemical Control in Organic SynthesisAngewandte Chemie International Edition in English, 1985
- Stereoselective Alkylation Reactions of Chiral Metal EnolatesPublished by Elsevier ,1984