87385-73-7

Upstream product

• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 153214-79-0 1-(benzyloxy)-3-hydroxypropan-2-one 
• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 19810-31-2 Benzyloxyacetyl chloride 
• 67838-52-2 2-acetoxy-1-benzyloxybut-3-ene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 4039-82-1 Benzyl propargyl ether 
• 100-39-0 benzyl bromide 
• 40166-30-1 3-(benzyloxy)-2,2-dimethoxypropan-1-ol 

Downstream Products

• 151212-86-1 (+)-1-O-acetyl-3-O-benzylpropane-1,2,3-triol 
• 121787-44-8 (-)-1-O-acetyl-3-O-benzylpropane-1,2,3-triol 
• 17325-86-9 (+)-(S)-1,2-di-O-acetyl-3-O-benzylpropane-1,2,3-triol 

Relevant academic research and scientific papers

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene: A convenient, efficient and clean preparation of α-acetoxy ketones

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene in wet acetonitrile at room temperature afforded the corresponding α-acetoxy ketones in 55-93% yields. The salient features of this reaction are the effective utilization of PhI

A convenient and versatile method for the preparation of α-hydroxymethyl ketone derivatives from the corresponding allyl silyl ethers or allyl carboxylates

The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or α-acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α-silyloxy- or α-acyloxyaldehydes intermediates followed by 1,4-group migration. The results of theoretical calculations are applicable to explain the experimental results.

Baker's yeast mediated reduction of dihydroxyacetone derivatives

Several monoprotected dihydroxyacetone derivatives 4a-d and their acetates 5a-d were prepared and subjected to biotransformation with baker's yeast. The simple chemical modification of the substrates (i.e. transforming the relatively small hydrophilic hyd

Enatioselective Microbial Reduction of Monoesters of 1,3-Dihydroxypropanone: Synthesis of (S)- and (R)-1,2-O-Isopropylideneglycerol

The reduction of 3-benzoyloxy-1-hydroxypropanone with bakers' yeast proceeds enantioselectively to afford (S)-3-benzoyloxy-1,2-propanediol, which may be further converted into (S)-(benzoyloxymethyl)oxirane.The bioreduction with fermenting yeast of 1-acetoxy-3-benzyloxypropanones gives (R)-1-benzyloxy-3-acetoxy-2-propanol which can be used for the preparation of both (S)- and (R)-1,2-O-isopropylideneglycerol.

REACTIONS OF α-DIAZO-KETONES-V; ETHER OXYGEN PARTICIPATION IN THE ACETOLYSIS OF α'-PHENOXY- AND α'-DIPHENYLMETHOXY-α-DIAZO-KETONES

The acetolysis of α-diazo-ketones 1a-d, 2 and 3a, b, c have been studied.The results obtained for 1a-d indicate that migration of the phenoxy group represents an important, alternative pathway to normal substitution only if a tertiary carbonium ion or a cyclic transition state, with the incipient positive charge located on a tertiary C atom, is involved in the reaction.Normal substitution was the only process in the case of 2 and 3a; instead, 3b and 3c gave in addition diphenylmethyl acetate and the corresponding 2-substituted-3-oxetanone, 17 and 19, produced by a cyclic mechanism involving the intermediate formation of oxonium ions 26b and 26c, respectively.