212055-65-7

Upstream product

• 238402-01-2 methyl (S)-3,4-bis(tert-butyldimethylsilyloxy)butanoate 
• 212055-64-6 (S)-1-benzenesulfonyl-4,5-bis(tert-butyldimethylsilyloxy)-1-diazo-2-pentanone 

Downstream Products

• 245366-30-7 (2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone 
• 245366-19-2 (2R,3S,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone 

Relevant academic research and scientific papers

Control of chemoselectivity in dirhodium(II)-catalyzed reaction of 5,6- dioxygenated 2-diazo-3-oxohexanoates: C-H insertion reaction versus oxonium ylide formation

Methyl (S)-2-diazo-4-(3,3-dimethyl-2,4-dioxolan-1-yl)-3-oxobutanoate (1), upon treatment with Rh2(OAc)4 in boiling dichloromethane, gave methyl (1S,5S)-2,2-dimethyl-7-oxo-3,8-dioxabicyclo[3,2.1]octane-1-carboxylate (2) via oxonium yl

Stereoselective conjugate addition of alkyl groups to (S)-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone derivatives

Reaction of (S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone (2) and a 2-methoxycarbonyl congener (3) with R2CuLi or RMgBr-CuI stereoselectively gave (2S,3R,4S)-3-alkyl-2-benzenesulfonyl-4-(tert-butyldimethysilyloxy)cyclopentan one (4) and its (2S,3S,4S)-2-methoxycarbonyl derivative (5) as a major diastereoisomer. On the other hand, reaction with R3Al in toluene exclusively gave the corresponding 3,4-cis-adducts 6 and 7. (C) 2000 Elsevier Science Ltd.