1,3-Dipolar Cycloadditions to Unsaturated Organoboranes . III - Regio- and Stereocontrolled Access to Boronic Ester Substituted Isoxazolidines.

Author:

Carboni Bertrand,Ollivault Morgane,Bouguenec Frédéric Le,Carrié Robert,Jazouli Mohamed

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference16 articles.

1. Tuffariello, J.J. in “1,3-Dipolar Cycloaddition Chemistry”, A. Padwa Ed., Wiley, New York, 1984, p 83–168. Torsell, K.B.G. in “Nitrile oxides, Nitrones and Nitronates in Organic synthesis”, VCH, New York, 1988. Confalone, P.N.; Huie, E.M. Org. React., 1988, 36, 1–173. Pawda, A. in “Comprehensive Organic Synthesis”, Trost, B.M.; Fleming I. Eds, Pergamon Press, Oxford, 1991, Vol 4, p 1069–1109. Wade, P.A. in “Comprehensive Organic Synthesis”, Trost, B.M.; Fleming I., Pergamon Press, Oxford, 1991, Vol 4, p 1111–1168. Frederickson, M. Tetrahedron 1997, 53, 403–425.

2. Matteson, D.S. J. Org. Chem. 1962, 27, 4293–4300. Woods, W.G.; Bengeldofs, I.S. J. Org. Chem. 1996, 6, 2769–2772. Jazouli, M.; Carboni, B.; Carrié, R.; Soufiaoui, M.; Toupet, L. Heteroatom. Chem. 1994, 5, 513–518.

3. II. 1,3-Dipolar cycloadditions to unsaturated boronic esters. Synthesis of borylated 2-isoxazolines. Conversion of some cycloadducts to 5-hydroxy-2-isoxazolines, 5-hydroxymethyl-2-isoxazolines and isoxazoles

4. Bianchi, G.; Cogoli, A.; Grünanger, P. La Ricerca. Scientifica. 1966, 132–133. Wallace, R.H.; Zong, K.K. Tetrahedron Lett. 1992, 33, 6941–6944.

5. A facile method for the preparation of 4-hydroxy-Δ2-isoxazolines via a cycloaddition/oxidation procedure employing nitrile oxides and vinylboronic esters

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