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Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-01-15 , DOI: 10.1002/adsc.201701418
Joshua S Sapsford 1 , Daniel J Scott 1 , Nathan J Allcock 1 , Matthew J Fuchter 1 , Christopher J Tighe 2 , Andrew E Ashley 1
Affiliation  

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 °C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid iPr3SnOTf 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.

中文翻译:

耐湿锡(IV)路易斯酸催化羰基化合物的直接还原胺化

尽管主族“受挫路易斯对”(FLP)化学在新的和已建立的反应中的应用不断扩大,但它们典型的不耐水性,特别是在高温(>100°C)下,是其主流化的关键障碍采用。在此,我们报道基于路易斯酸i Pr 3 SnOTf 的 FLP 在中等强度的含氮碱存在下即使在高温条件下也具有耐湿性,这使得它们能够作为简单而有效的催化剂用于有机羰基的还原胺化,包括用于具有挑战性的大体积胺和羰基底物伙伴。
更新日期:2018-01-15
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