Tetrahedron letters

Conversion of isoxazolines to β-hydroxy esters. Synthesis of 2-deoxy-D-ribose

P Caldirola, M Ciancaglione, M De Amici…

Index: Caldilora, P.; Ciancaglione, M.; De Amici, M.; De Micheli, C. Tetrahedron Letters, 1986 , vol. 27, # 38 p. 4647 - 4650

Full Text: HTML

Citation Number: 29

Abstract

Typical procedure: To a suspension of dibromoformaldoxime (2mmol) and NaHCO 3 (15mmol) in ethyl acetate(15ml),an excess of dipolarophile(10mmol) is added. The slurry is stirred overnight then poured into water and extracted with ether.The residue of the organic phase is column chromatographed, the cycloadducts separated from furoxan and excess dipolarophile.In Entry 1 a two fold excess of 1,3-dipole was used.

Related Articles:

Facile Reduction of Aromatic Aldehydes, Ketones, Diketones and Oxo Aldehydes to Alcohols by an Aqueous TiCl3/NH3 System: Selectivity and Scope

[Clerici, Angelo; Pastori, Nadia; Porta, Ombretta European Journal of Organic Chemistry, 2002 , # 19 p. 3326 - 3335]

Metal or ammonium alginates as Lewis base catalysts for the 1, 2-addition of silyl nucleophiles to carbonyl compounds

[Verrier, Cecile; Oudeyer, Sylvain; Dez, Isabelle; Levacher, Vincent Tetrahedron Letters, 2012 , vol. 53, # 15 p. 1958 - 1960]

Cobalt oxide supported gold nanoparticles as a stable and readily-prepared precursor for the in situ generation of cobalt carbonyl like species

[Hamasaki, Akiyuki; Muto, Akiko; Haraguchi, Shingo; Liu, Xiaohao; Sakakibara, Takanori; Yokoyama, Takushi; Tokunaga, Makoto Tetrahedron Letters, 2011 , vol. 52, # 51 p. 6869 - 6872]

Oxone-Mediated Oxidative Cleavage of β-Keto Esters and 1, 3-Diketones to α-Keto Esters and 1, 2-Diketones in Aqueous Medium

[Stergiou, Anastasios; Bariotaki, Anna; Kalaitzakis, Dimitris; Smonou, Ioulia Journal of Organic Chemistry, 2013 , vol. 78, # 14 p. 7268 - 7273]

Chemistry of trichlorosilyl enolates. 1. New reagents for catalytic, asymmetric aldol additions

[Denmark, Scott E.; Winter, Stephen B. D.; Su, Xiping; Wong, Ken-Tsung Journal of the American Chemical Society, 1996 , vol. 118, # 31 p. 7404 - 7405]

More Articles...