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Redox Economic Synthesis of TrisubstitutedPiperidones via Ruthenium Catalyzed Atom‐Economic Couplings of N‐Protected 1,5‐Aminoalcohols and Michael Acceptors
Author(s) -
Trost Barry M.,
Sarkar Debayan,
Bera Nabakumar
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900881
Subject(s) - chemistry , catalysis , ruthenium , ketone , michael reaction , base (topology) , atom economy , atom (system on chip) , combinatorial chemistry , redox , medicinal chemistry , organic chemistry , mathematical analysis , mathematics , computer science , embedded system
Abstract An efficient atom‐economic coupling of 1,5‐amino alcohols and Michael acceptors has been developed employing [CpRu(MeCN) 3 ]PF 6 as a key catalyst to synthesize α,β‐unsaturated ketones with exclusive generation of E ‐geometrical isomers at room temperature without any co‐catalyst and additives. A base catalysed 6‐ endo‐trig cyclization of the α,β‐unsaturated ketone delivers a direct access to tri‐substituted piperidones.