128373-66-0

Upstream product

• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 100-39-0 benzyl bromide 
• 81703-93-7 methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 
• 128373-64-8 (2S,3E)-1,2-isopropylidene-5-O-benzyl-3-pentene-1,2,5-triol 
• 67-56-1 methanol 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 

Downstream Products

• 148675-95-0 (2S,3E)-1-O-benzoyl-5-O-benzyl-3-pentene-1,2,5-triol 
• 1149363-13-2 (2S,E)-1,5-bis(benzyloxy)pent-3-en-2-ol 
• 128442-95-5 (S,E)-2-(3-(benzyloxy)prop-1-enyl)oxirane 
• 148676-01-1 (4S,5S)-4-benzyloxymethyl-5-tridecyl-oxolan-2-one 
• 148675-96-1 (3R,4E)-6-O-benzoyl-3-benzyloxymethyl-hexenoic acid-N,N-dimethylamide 
• 148675-99-4 (3R,4Z)-3-benzyloxymethyl-4-heptadecenoic acid 
• 148675-97-2 (3R,4E)-3-benzyloxymethyl-6-hydroxy-4-hexenoic acid 
• 208767-17-3 tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester 
• 208767-16-2 (E)-(S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-pent-3-en-2-ol 
• 128373-68-2 (2S),(E)-5-benzyloxy-1-tosyloxy-3-penten-2-ol 

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

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

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

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.