143585-47-1Relevant articles and documents
Reversal of enantioselectivity on protonation of enol(ate)s derived from 2-methyl-1-tetralone using C2-symmetric sulfonamides
Boyd, Ewan,Coumbarides, Gregory S.,Eames, Jason,Hay, Alastair,Jones, Ray V.H.,Stenson, Rachel A.,Suggate, Michael J.
, p. 9465 - 9468 (2004)
The synthesis of enantiomerically enriched (R)-2-methyl-1-tetralone 1 (64% e.e.) was achieved through protonation of its lithium enolate 3 using a C 2-symmetrical bis-sulfonamide 5d as an internal proton source. Access to the complementary (S)-enantiomer 1 (45% e.e.) can be achieved using an external quench strategy involving acetic acid as the external proton source.
Palladium-Catalyzed Modular Synthesis of Substituted Piperazines and Related Nitrogen Heterocycles
Montgomery, Thomas D.,Rawal, Viresh H.
supporting information, p. 740 - 743 (2016/03/01)
We report here a novel method for the modular synthesis of highly substituted piperazines and related bis-nitrogen heterocycles via a palladium-catalyzed cyclization reaction. The process couples two of the carbons of a propargyl unit with various diamine components to provide nitrogen heterocycles in generally good to excellent yields and high regio- and stereochemical control. (Chemical Equation Presented).
A study of base-catalyzed aldol reaction of trimethylsilyl enolates
Sutar,Joshi
, p. 1553 - 1560 (2015/02/02)
Mukaiyama-type aldol reaction of trimethylsilyl enolates with aldehydes in the presence of a base is a complicated reaction. It usually results in various products determined by the nature of base and reaction medium. The present study has been undertaken to understand these factors and design new Lewis base catalysts to optimize the yield of desired aldol product. It has been shown that mild Bronsted base with inbuilt hydrogen bonding sites are efficient catalysts for the reactions involving trimethylsilyl enolates. Based on the observed results, a mechanism is proposed to explain the reaction outcome.
Investigation of macrocyclisation routes to 1,4,7-triazacyclononanes: Efficient syntheses from 1,2-ditosylamides
Stones, Graham,Tripoli, Regis,McDavid, Colin L.,Roux-Duplgtre, Kewin,Kennedy, Alan R.,Sherrington, David C.,Gibson, Colin L.
, p. 374 - 384 (2008/10/09)
Two routes to the synthesis of a cyclohexyl-fused 1,4,7-triazacyclononane involving macrocyclisations of tosamides have been investigated. In the first approach, using a classic Richman-Atkins-type cyclisation of a cyclohexyl-substituted 1,4,7-tritosamide