57308-86-8

Upstream product

• 155887-65-3 2-(2,2-dimethyl-1-(2-aminoethyl)cyclopentyl)-1,3-dioxolane 
• 4541-32-6 2,2-dimethylcyclopentanone 
• 70030-18-1 2,2-dimethylcyclopentanecarboxaldehyde 
• 90548-29-1 1-(2-nitroethyl)-2,2-dimethyl-cyclopentanecarboxaldehyde 
• 155887-64-2 2-(2,2-dimethyl-1-(2-nitroethyl)cyclopentyl)-1,3-dioxolane 

Relevant academic research and scientific papers

Synthesis of pyrrolizidine oximes 222 and 236: Novel alkaloids of a dendrobatid poison frog

The structures of two novel spiropentanopyrrolizidine oxime alkaloids, namely 2',3',5',6',7',7a'-hexahydro-2,2-dimethylspiro[cyclopentane-1,1'-[1H]- pyrrolizine]-7'-oxime (1) and 2',3',5',6',7',7a'-hexahydro-2,2-dimethylspiro-[cyclopentane-1,1'-[1H] -pyrrolizine-7'-oxime-O-methyl ether (2) have been confirmed by synthesis. The route involved synthesis of nitropolyzonamine (4), a known millipede alkaloid, from 2,2-dimethylcyclopentanone in 6 steps. After conversion of 4 to the ketone 6, the oxime 1 and O-methyl oxime 2 were obtained. The relative stereochemistry of synthetic nitropolyzonamine was confirmed by x-ray crystallography.

PHOTOCYCLIZATION OF ENAMIDES. 38 REDUCTIVE PHOTOCYCLIZATION OF α-(METHYLTHIO)- AND α-(ARYLTHIO)ENAMIDES

Reductive photocyclization of α-(methylthio)enamide (2) gave exclusively six-membered lactams (3) and (4) while the same reaction of α-(arylthio)enamides (6) and (12) was found to afford five-membered lactams (7) and (13) as major products.A novel total s