Tetrahedron letters

On the viability of 5-endo-dig cyclisations of O-propargylic hydroxylamine derivatives, leading to 2, 5-dihydroisoxazoles (3-isoxazolines)

OF Foot, DW Knight, ACL Low, YF Li

Index: Foot, Oliver F.; Knight, David W.; Low, Ai Cheng Lilian; Li, YingFa Tetrahedron Letters, 2007 , vol. 48, # 4 p. 647 - 650

Full Text: HTML

Citation Number: 23

Abstract

O-Propargylic hydroxylamines undergo smooth 5-endo-dig cyclisations upon exposure to 3equiv of molecular iodine to give respectable yields of the corresponding 4-iodo-2, 5- dihydroisoxazoles, which should find a number of applications as intermediates for syntheses amongst this useful class of heterocycles.

Related Articles:

Tetrabutylammonium Fluoride (TBAF)-Catalyzed Addition of Substituted Trialkylsilylalkynes to Aldehydes, Ketones, and Trifluoromethyl Ketones

[Chintareddy, Venkat Reddy; Wadhwa, Kuldeep; Verkade, John G. Journal of Organic Chemistry, 2011 , vol. 76, # 11 p. 4482 - 4488]

Alkylmetal asymmetric reduction. 14. Enantioselective reduction of ketones by chiral (2-methylbutyl) aluminum derivatives

[Giacomelli, Giampaolo; Lardicci, Luciano; Palla, Fabio; Caporusso, Anna Maria Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1725 - 1728]

More Articles...