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

Joshua Sapsford, Daniel Scott, Nathan Allcock, Matthew J. Fuchter, Christopher Tighe, Andrew Ashley

Research output: Contribution to journalArticlepeer-review

24 Citations (SciVal)

Abstract

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.
Original languageEnglish
Pages (from-to)1066-1071
JournalAdvanced Synthesis & Catalysis
Volume360
Issue number6
DOIs
Publication statusPublished - 20 Mar 2018

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