121767-19-9

Upstream product

• 120419-97-8 (E)-N-benzylidene-1,1,1-trimethylsilanamine 
• 75-36-5 acetyl chloride 
• 100-52-7 benzaldehyde 
• 75-77-4 chloro-trimethyl-silane 
• 4039-32-1 lithium hexamethyldisilazane 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 

Downstream Products

• 121767-33-7 (2S,3S,4R)-4-Methyl-6-oxo-2-phenyl-piperidine-3-carboxylic acid methyl ester 
• 588-46-5 N-(phenylmethyl)acetamide 

Relevant academic research and scientific papers

SPIROINDOLINONE DERIVATIVES

The present invention relates to spiroindolinone derivatives of the formula and their enantiomers and pharmaceutically acceptable salts and esters thereof wherein R1, R2, R3, R4, R5, R6, R7 and R8, are as herein described.

EuFOD-catalyzed Hetero-Diels-Alder (HDA) reaction under microwave heating

An efficient EuFOD-catalyzed hetero-Diels-Alder reaction between azadienes and aldehydes under microwave irradiation is reported. The reaction proceeds under microwave heating with 5 mol% of EuFOD in 45-83% yields. Georg Thieme Verlag Stuttgart.

Synthesis of perhydrooxazinones from 2-aza-3-trimethylsilyloxy-1,3- butadiene. A general route to 3,3-disubstituted-β-hydroxy acids

1-Phenyl-2-aza-3-trimethylsilyloxy-1,3-butadiene reacts with aliphatic, aromatic and cyclic ketones to give in good to excellent yields 6,6- disubstituted-1,3-perhydro-oxazin-4-ones which, in turn, have been readily converted into β-hydroxy carboxylic acids.

2-Aza-1,3-Dienes: Methods of Synthesis and Stereochemical Studies

2-Aza-1,3-dienes bearing an activating trialkylsilyloxy group at C-3 have been prepared via three routes.The first route involves the silylation of N-acylimidates which are readily available from iminoether hydrochlorides and acid chlorides.According to a more general route towards these doubly activated dienes, N-trialkylsilylimidates and N-trialkylsilylimines derived from non-enolizable aldehydes were conveniently converted in a one-pot sequence into the corresponding azadienes by reaction with an acid chloride in the presence of triethylamine.Finally, cyclic dienes could be prepared by direct silylation of glutarimide on both oxygens with trialkylsilyltriflate in the presence of triethylamine.The configuration and conformation of 2-azadienes have been established by 1H, 13C and 15N NMR spectroscopy.

A REGIO- AND STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED PIPERIDONES

The new activated 2-aza-1,3-dienes 1 are readily prepared by acylation of N-trimethylsilylimines 3.They react with electrophilic olefins to yield substituted piperidones 4 and 6 with high diastereoselectivity.