Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid

作者：Sapsford Joshua S; Scott Daniel J; Allcock Nathan J; Fuchter Matthew J; Tighe Christopher J; Ashley Andrew E^*

来源：Advanced Synthesis & Catalysis, 2018, 360(6): 1066-1071.

DOI：10.1002/adsc.201701418

• "frustrated Lewis pairs'
• catalytic hydrogenation
• water tolerance
• reductive amination
• tin

Despite the ever-broadening applications of main-group frustrated Lewis pair' (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 degrees C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid (Pr3SnOTf)-Pr-i are moisture tolerant in the presence of moderately strong nitrogenous bases, even under high temperature regimes, allowing them to operate as simple and effective catalysts for the reductive amination of organic carbonyls, including for challenging bulky amine and carbonyl substrate partners.

• 出版日期2018-3-20