128373-64-8

Upstream product

• 79060-23-4 (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 81703-93-7 methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 

Downstream Products

• 128373-66-0 (2S),(E)-5-benzyloxy-3-pentene-1,2-diol 
• 158724-99-3 (S)-4-((1S,3S)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2,2-dimethyl-[1,3]dioxolane 
• 158800-64-7 (S)-4-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2,2-dimethyl-[1,3]dioxolane 
• 174003-93-1 (S)-1-((1S,3S)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethanol 
• 174173-94-5 (S)-1-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethanol 
• 174003-96-4 (2R,1'S,2'S)-2-(2'-benzyloxymethyl-3',3'-difluoro)cyclopropyl-2-azidoethyl tert-butyldimethylsilyl ether 
• 174173-95-6 (2R,1'R,2'R)-2-(2'-benzyloxymethyl-3',3'-difluoro)cyclopropyl-2-azidoethyl tert-butyldimethylsilyl ether 
• 201230-91-3 (R)-1-((1S,3S)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethanol 
• 201231-20-1 (R)-1-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethanol 
• 201230-93-5 [(R)-1-((1S,3S)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 201231-10-9 [(R)-1-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 201231-26-7 [(S)-1-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 201230-94-6 (R)-((1S,3S)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-tert-butoxycarbonylamino-acetic acid methyl ester 
• 201231-28-9 (S)-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-tert-butoxycarbonylamino-acetic acid methyl ester 

Relevant academic research and scientific papers

Stereoselective Reformatskii-Claisen rearrangement: Synthesis of 2′,3′-dideoxy-6′,6′-difluoro-2′-thionucleosides

A new approach for the stereoselective synthesis of 2′,3′- dideoxy-6′,6′-difluoro-2′-thionucleosides, analogues of highly bioactive L-OddC and 3TC, has been developed via TMSCl/pyridine induced stereoselective Reformatskii-Claisen rearragement of secondar

Application of the asymmetric chelate-enolate Claisen rearrangement to the synthesis of 5-epi-isofagomine

Chelate-enolate Claisen rearrangement of a N-protected chiral amino acid ester gave rise to a γ,δ-unsaturated amino acid, which could be converted to the potential glycosidase inhibitor 5-epi-isofagomine (9) in a straightforward and a highly stereoselecti

Synthesis of 5-epi-isofagomine via asymmetric chelate-enolate Claisen rearrangement

Polyhydroxylated piperidines are an interesting class of glycosidase inhibitors. Chelate enolate Claisen rearrangement of N-protected chiral amino acid esters gives rise to γ,δ-unsaturated amino acids, which can be converted to this type of alkaloids. The

First asymmetric synthesis of (+)- and (-)-roccellaric acid and dihydroprotolichesterinic acid

Stereocontrolled syntheses of the title compounds from (R)-2,3-isopropylidene glyceraldehyde, (S)-O-THP-lactaldehyde and 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose ('diacetone-D-glucose') are described.

STEREOSELECTIVE SN2' ADDITIONS OF ORGANOCUPRATES TO HOMOCHIRAL ACYLIC VINYLOXIRANES

Additions of various methylcopper reagents to the homochiral acylic vinyloxiranes A14, A15, B6-B9, and C5, C6 were performed in order to evaluate E/Z and syn/anti preferences.The unsubstituted oxiranes A14 and A15 gave a mixture of SN2 and SN2' substitution products with the four reagents examined, LiMe2Cu, LiMeCuCN, BrMgMe2Cu, and LiMeCuI*BF3.The more highly substituted systems B6-B9 derived from geraniol and C5, C6 derived from nerol yielded only SN2' products.The (Z)-allylic alcohol derivatives B8 and C6 and LiMeCuCN gave the best anti/syn ratios (99:1 and 97:3, respectively).In both cases the newly formed double bond was exclusively E.