188295-92-3

Upstream product

• 108-24-7 acetic anhydride 

Downstream Products

• 188295-93-4 N-Acetyl-N-[(1S,4S)-3-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopent-2-enyl]-benzamide 
• 188295-94-5 (1S,4S)-2-[(benzyloxy)methyl]-4-N-acetylaminocyclopent-2-enol 
• 188295-96-7 (1S,2S,4S,5R)-1-[(benzyloxy)methyl]-2-hydroxy-4-N-acetylaminobicyclo[3.1.0]hexane 
• 188295-97-8 N-Acetyl-N-((1S,2S,4S,5R)-5-benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-benzamide 
• 188295-95-6 (1S,4S)-2-[(benzyloxy)methyl]-4-(N-benzoyl,N-acetyl)-aminocyclopent-2-enol 

Relevant academic research and scientific papers

Hydroxyl- versus amide-directed cyclopropanation from the allylic position in 1-hydroxy-4-N-acyl-cyclopentenes under modified Simmons-Smith conditions

In a functionalized cyclopentene having allylic OH and NH-acyl groups on opposite faces of the ring, the diastereoselective delivery of the incoming methylene group in the diethylzinc version of the Simmons-Smith reaction was completely directed by the NH group. The diastereoselectivity of the reaction can be reversed by complete protection of the amide.