96150-86-6

Upstream product

• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 100-44-7 benzyl chloride 
• 74912-02-0 1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose 
• 54469-08-8 phenylmethyl 2,3:5,6-di-O-(1-methylethylidene)-α-D-mannofuranoside 
• 96150-84-4 (3aR,4S,6S,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 

Downstream Products

• 96150-74-2 benzyl 2,3-O-(1-methylethylidene)-α-D-lyxofuranosiduronic acid, trans-crotyl ester 
• 158780-49-5 (3aR,4S,6S,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid allyl ester 
• 96150-90-2 2(S)-vinyl-2-<2,5-dihydro-5(S)-(<2-(trimethylsilyl)ethoxymethoxy>methyl)-3-methyl-2(R)-furyl>-3(R),4(S)-(dimethylmethylenedioxy)-5(S)-(benzyloxy)tetrahydrofuran 
• 96150-91-3 2(R)-vinyl-2-<2,5-dihydro-5(S)-(<2-(trimethylsilyl)ethoxymethoxy>methyl)-3-methyl-2(R)-furyl>-3(R),4(S)-(dimethylmethylenedioxy)-5(S)-(benzyloxy)tetrahydrofuran 
• 1053717-30-8 (3R,5S,6S)-6-[(2R,4S,5R)-5-((3aR,4R,6S,6aS)-6-Benzyloxy-4-ethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-4-methyl-tetrahydro-furan-2-yl]-3,5-dimethyl-6-triethylsilanyloxy-1-(2-trimethylsilanyl-ethoxymethoxy)-hexan-2-ol 
• 1054610-27-3 2(R)-ethyl-2-<5(R)-<4-((benzyloxy)methyl)-1(S)-hydroxy-2(S)-methyl-3-pentenyl>-3(S)-methyl-2(R)-tetrahydrofuryl>-3(R),4(S)-<(dimethylmethylene)dioxy>-5(S)-(benzyloxy)tetrahydrofuran 

Relevant academic research and scientific papers

A Synthetic Approach to the Squalestatins and Zaragozic Acids: Introduction of the C5 Stereocentre via an Ester-Enolate Claisen Rearrangement. The X-Ray Crystal Structure of an Intermediate

In an overall plan to synthesize the anti-cholesterol agents the squalestatins and zaragozic acids, introduction of the C5 stereochemistry was achieved via an Ireland-Claisen rearrangement of the allyl ester (7) followed by methylation, which gives the es

The Convergent Synthesis of Polyether Ionophore Antibiotics: The Synthesis of the Monensin Bis(tetrahydrofuran) via the Claisen Rearrangement of an Ester Enolate with a β-Leaving Group

The monensin bis(tetrahydrofuran) 25, a versatile intermediate for the synthesis of polyether ionophore antibiotics, is prepared from D-xylose and D-mannose.In the key step, in situ silylation of an ester enolate with a β-leaving group allows the tetrahyd