Enhancing the Catalytic Activity of 4-(Dialkylamino)pyridines by Conformational Fixation

✍ Scribed by Markus R. Heinrich; Heike Sabine Klisa; Herbert Mayr; Wolfgang Steglich; Hendrik Zipse

• Book ID: 101559156
• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 102 KB
• Volume: 42
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.200352289

✦ Synopsis

Dedicated to Professor Heinrich Nöth on the occasion of his 75th birthday 4-(Dimethylamino)pyridine (DMAP, 1) was introduced to synthetic chemistry as a powerful nucleophilic group-transfer catalyst more than three decades ago [1,2] and has become a standard reagent [3] for acylation, esterification, [4] macrolactonization, [5] and silylation reactions, [6] to mention only a few applications. DMAP has since served as a basis for several research groups for the development of chiral acylation catalysts. [7] Herein we report on the enhanced [*] Prof.