A Facile Deprotection of Secondary Acetamides

作者:Koenig Stefan G*; Vandenbossche Charles P; Zhao Hang; Mousaw Patrick; Singh Surendra P; Bakalet Roger P
来源:Organic Letters, 2009, 11(2): 433-436.
DOI:10.1021/o1802482d

摘要

Imidoyl chlorides, generated from secondary acetamides and oxalyl chloride, can be harnessed for a selective and practical deprotection sequence. Treatment of these intermediates with 2 equiv of propylene glycol and warming enables the rapid release of amine hydrochloride salts in good yields. Notably, the reaction conditions are mild enough to allow for a swift deprotection with no observed epimerization of the amino center.

  • 出版日期2009-1-15