Lewis base-catalysed asymmetric Diels—Alder reaction
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 21,p. 1515-1517
- https://doi.org/10.1039/c39910001515
Abstract
The 1,3-dienyldioxazaborecane 8, derived from 1,3-dienylboronate 6 and the chiral aminodiol 4, undergoes asymmetric Diels–Alder reaction with N-phenylmaleimide much faster and with higher stereoselectivity than does 1,3-dienylboronate 7.Keywords
This publication has 8 references indexed in Scilit:
- NMR and X-ray diffraction studies of two bicyclic borates containing chiral boron and nitrogen atomsJournal of Organometallic Chemistry, 1990
- Chiral (acyloxy)borane (CAB): a powerful and practical catalyst for asymmetric Diels-Alder reactionsThe Journal of Organic Chemistry, 1989
- Removal of N-arylsulfonyl groups from hydroxy .alpha.-amino acidsThe Journal of Organic Chemistry, 1988
- Diels-Alder reactions of 1,3-dienylboronates as a new route to functionalized carbocycles.Tetrahedron Letters, 1987
- C‐Metallierte chirale Aloxide als d2‐ und d3‐Reagenzien für die Synthese enantiomerenreiner Produkte (EPC‐Synthese)Helvetica Chimica Acta, 1984
- Phase-Transfer-CatalysedN-Alkylation of Carboxamides and SulfonamidesSynthesis, 1981
- Carbon-13 nuclear magnetic resonance studies of organoboranes. Relative importance of mesomeric boron-carbon .pi.-bonding forms in alkenyl- and alkynylboranesThe Journal of Organic Chemistry, 1975
- Nuclear magnetic resonance investigation of the nature of the boron-carbon bond in some vinylboranesJournal of the American Chemical Society, 1975