190079-67-5

Upstream product

• 293321-18-3 3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone 
• 23438-61-1 1-(toluene-4-sulfonyl)piperidin-2-one 
• 501-53-1 benzyl chloroformate 
• 98-59-9 p-toluenesulfonyl chloride 
• 675-20-7 piperidin-2-one 

Relevant academic research and scientific papers

Synthesis of Alstoscholarisines A-E, Monoterpene Indole Alkaloids with Modulating Effects on Neural Stem Cells

A divergent synthetic strategy has been developed for stereoselective total syntheses of alstoscholarisines A-E, monoterpenoid indole alkaloids which are modulators of adult neuronal stem cells. A pivotal step includes an intermolecular Michael addition of an indole-2-acetic acid methyl ester enolate to an α,β-unsaturated N-sulfonyllactam to form the C15, C16 bond of the alkaloids. Other features of the strategy involve a selective partial reduction of an intermediate N-sulfonyllactam followed by cyclization to a bridged aminal system that serves as a key precursor for all five of the alkaloids as well as the use of an allyl group as a masked aldehyde equivalent.

Diels-Alder reactions of 5,6-dihydro-2(1H)-pyridones

The Diels-Alder reaction of achiral 5,6-dihydro-2(1H)-pyridones 12a,b and enantiopure 5,6-dihydro-2(1H)-pyridones 16a,b with a variety of diversely substituted buta-1,3-dienes under thermal or catalytic conditions, to give partially reduced isoquinolones 18-33 and 35-37, is reported. (C) 2000 Elsevier Science Ltd.

Diels-Alder reactions of 5,6-Dihydro-2(1H)-pyridones. Preparation of partially reduced cis-isoqninolones and cis-3,4-disubstituted piperidines

The Diels-Alder reactions of 5,6-dihydro-2(1H)-pyridones with a variety of diversely substituted butadienes to give partially reduced isoquinolones is reported. Reductive ozonolysis of the resulting octahydroisoquinolones gave cis-3,4-disubstituted piperidines.