105880-25-9

Upstream product

• 120424-54-6 (Z)-3-(Pyridin-2-ylsulfanyl)-acrylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 2637-34-5 2-Sulfanylpyridine 
• 65018-52-2 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl propiolate 

Downstream Products

• 120586-27-8 (1R,2R,3S,4R)-5,6-Bis-benzyloxy-3-((S)-pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-27-8 menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<(S)_S-2-pyridylsulphinyl>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate (endo) 
• 120586-27-8 (1R,2S,3R,4R)-5,6-Bis-benzyloxy-3-((S)-pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-27-8 menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<(S)_S-2-pyridylsulphinyl>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate (exo) 
• 110550-20-4 (-)-(1S,R_S)-menthyl 3-endo-(2-pyridylsulphinyl)bicyclo-<2.2.1>hept-5-ene-2-endo-carboxylate 
• 120424-54-6 (Z)-3-(Pyridin-2-ylsulfanyl)-acrylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-27-8 (1R,2R,3S,4R)-5,6-Bis-benzyloxy-3-(pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-27-8 (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 177187-09-6 (1R,2R,3R,4S)-3-((S)-Pyridine-2-sulfinyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 110522-48-0 (1S,2S,3S,4R)-3-((R)-Pyridine-2-sulfinyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-28-9 (1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-29-0 <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol 
• 120586-28-9 (1R,2R,3S,4R)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester 
• 120586-28-9 menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<2-pyridylthio>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate 

Relevant academic research and scientific papers

Enantioselective total synthesis of cis-trikentrin B

Natural cis-trikentrin B was synthesized enantioselectively using, as key steps, an intramolecular Diels-Alder reaction of an allenic dienamide followed by aromatization to construct an indole ring and cleavage of bicyclo[2.2.1]heptene to launch a cis-dimethylcyclopentane ring. Diels-Alder adducts 9 and 10 were elaborated to provide allenic dienamide 25, and its intramolecular Diels-Alder reaction proceeded smoothly. Aromatization to an indole ring and stereoselective cleavage of the bicyclo[2.2.1]heptene ring were performed successfully. Introduction of an (E)-butenyl group via addition of propylmagnesium bromide and subsequent anti elimination of water gave natural cis-trikentrin B.

AN ENANTIOCONVERGENT ROUTE TO CARBOCYCLIC NUCLEOSIDES (-)-ARISTEROMYCIN AND (-)-NEPLANOCIN A VIA THE ASYMMETRIC DIELS-ALDER REACTION

The asymmetric Diels-Alder reaction of (SS)-menthyl-3-(2-pyridylsulphinyl)acrylate (4) with cyclopentadiene gave almost a pure single diastereoisomeric cycloadduct.The cycloadduct was then converted into the central intermediate (+)-(3) which w

The First Efficient Asymmetric Synthesis of 7-Oxabicyclohept-5-ene-2-carboxylate Derivatives

The asymmetric synthesis of 7-oxabicyclohept-5-ene-2-carboxylate derivatives was accomplished by the highly diastereoselective Diels-Alder reaction of (S)S- and (R)S-3-(2-pyridylsulphinyl)acrylates with furan.