Methods of Cleavage of 2-Isoxazolines

Title: Methods of Cleavage of 2-Isoxazolines

Volume: 8 Issue: 5

Author(s): Jaipal R. Nagireddy, Mohammed-Abdul Raheem, Jamie Haner and William Tam

Affiliation:

Keywords: 2-isoxazoline, heterocycles, ring cleavage, beta-hydroxy ketones, 1,3-dipolar cycloaddition, REDUCTIVE CLEAVAGE, Electrochemical Cleavage, Lithium Aluminum Hydride

Abstract: This review details the numerous methods of cleavage of 2-isoxazolines and the application of these methods in the synthesis of natural products. 2-Isoxazolines can be cleaved to provide a vast array of functionalities depending on the cleavage conditions used and nature of the substrate. Several cleavage reactions of 2-isoxazolines are covered, including, reductive cleavage by hydrogenolysis using various metal catalysts and under various conditions; oxidative cleavage using ozonolysis, Br2 and ethylene glycol, and peracids; cleavage using Mo(CO)6 or Mo(CO)3(MeCN)3, thermolysis, photolysis, flash vacuum thermolysis, I2, DBU, sodium alkoxides, Et3N, EtMgBr, and mineral acids.

Cite this article as:

R. Nagireddy Jaipal, Raheem Mohammed-Abdul, Haner Jamie and Tam William, Methods of Cleavage of 2-Isoxazolines, Current Organic Synthesis 2011; 8 (5) . https://dx.doi.org/10.2174/157017911796957348