467217-82-9

Upstream product

• 57-55-6 propylene glycol 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 824-94-2 p-methoxybenzyl chloride 
• 865620-61-7 methyl 2-(4-methoxybenzyloxy)propionate 

Downstream Products

• 581060-39-1 (1S,2S,3S,4R,5R)-1-benzyloxy-5-(tert-butyldimethylsilyloxy)-3-[(1'R,2'R)-2'-(4-methoxybenzyloxy)-1'-(p-toluenesulfonyloxy)propyl]-2-methoxymethyloxy-4-vinylcyclohexane 
• 905312-31-4 (1S,2S,3S,4R,5R)-1-benzyloxy-5-(tert-butyldimethylsilyloxy)-3-[(1'R,2'R)-2'-(4-methoxybenzyloxy)-1'-(p-toluenesulfonyloxy)propyl]-4-vinylcyclohexan-2-ol 
• 581060-38-0 (1S,2S,3S,4R,5R)-1-benzyloxy-5-(tert-butyldimethylsilyloxy)-3-[(1'R,2'R)-1'-hydroxy-2'-(4-methoxybenzyloxy)propyl]-4-vinylcyclohexan-2-ol 
• 905312-35-8 (1R,2R,3S,4S,6R)-4-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-2-[(1R,2R)-2-(4-methoxy-benzyloxy)-1-(toluene-4-sulfonyloxy)-propyl]-3-methoxymethoxy-cyclohexanecarboxylic acid 
• 581060-32-4 (2S,3R,4R,6S)-6-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-[(1'R,2'R)-1'-hydroxy-2'-(4-methoxybenzyloxy)propyl]-3-vinylcyclohexan-1-one 

Relevant academic research and scientific papers

New synthesis of (-)- and (+)-actinobolin from D-glucose

The total synthesis of (-)-actinobolin 2, an antipode of the natural product starting from D-glucose is described. A three-component coupling reaction of a functionalized cyclohexenone (+)-6, derived from D-glucose by way of Ferrier's carbocyclization, wi

Ring closure reactions of disubstituted 4-penten-1-oxyl radicals - Towards a stereoselective synthesis of allo-muscarine

The trisubstituted functionalized tetrahydrofurans 10, 11, 16, 18, and 19 were photochemically prepared from 2,3-syn- and 2,3-anti-configured N-(3- benzoyloxy-5-hexen-2-oxy)thiazole-2(3H)-thione anti-6, pyridinethiones 7, anti-8, and BrCCl3. The formation of tetrahydrofurans was achieved by an efficient and highly regioselective alkoxyl radical cyclization (5-exo-trig). The 2,3-anti substituted intermediates 9 and 12 cyclize stereoselectively whereas a 2,3-syn-configured O-radical affords both possible diastereomeric addition products in equal amounts. The cyclized tetrahydrofuryl methyl radicals were trapped with the bromine atom donor BrCCl3 to afford the bromomethyl-substituted cyclic ethers 10, 11, 18, and 19 in excellent yields. The utility of this reaction was stressed by conversion of one of the newly prepared tetrahydrofurans in a two-step synthesis into (+)-allo-muscarine (+)-20.