93553-52-7

Upstream product

• 93553-44-7 4-benzyloxy-3-chloromethyl-4-hydroxyvaleric acid lactone 
• 93553-69-6 cis-4-benzyloxy-3-chloromethyl-2,2-dichloro-4-hydroxyvaleric acid lactone 
• 93553-67-4 1-benzyloxy-2-trichloroacetoxybut-3-ene 
• 93553-65-2 (Z)-4-benzyloxybut-2-enyl phenyl sulfoxide 
• 93553-64-1 (Z)-4-benzyloxybut-2-enyl phenyl sulfide 
• 93553-66-3 1-(benzyloxy)but-3-en-2-ol 
• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 128100-23-2 (3S,4R,5S)-3-Benzenesulfonyl-5-benzyloxymethyl-4-hydroxymethyl-dihydro-furan-2-one 
• 128100-25-4 (1S,4S,5R)-1-Benzenesulfonyl-4-benzyloxymethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 

Relevant academic research and scientific papers

Cyclofunctionalisation of epoxyalcohol derivatives. 4. Cyclisation of sulfonylacetate dianions: A synthesis of 'MeBMT'.

α,α-Dianions, derived from arenesulfonylacetate esters of 2,3-epoxyalcohols, cyclised to give 3-arenesulfonyl-4-(1-hydroxyalkyl)-γ-butyrolactones. Dianion fragmentation to regenerate the epoxyalcohol was a competing, substrate-dependent process. Sulfonylactone (9) was elaborated efficiently to an advanced intermediate for the unusual aminoacid 'MeBMT' (5), and also to stereodefined cyclopropane derivatives.

FORMATION AND REACTIONS OF TRICHLORO-γ-LACTONES

The allyl trichloroacetates, (6) and (7), have been converted into the trichloro-γ-lactones, (8) and (9), by cuprous chloride.On dechlorination using tri-n-butyltin hydride, regioselective reaction has occurred initially at α position to convert the trich