96243-76-4

Upstream product

• 56679-35-7 (1R,2S,3R,4S)-3-Chlorocarbonyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 
• 96185-92-1 (1S,2S,3S,6R,7R,9R)-2-Hydroxy-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester 
• 129172-67-4 (1R,2S,3R,4S)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 96243-74-2 (1S,2R,3S,4R)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 131726-11-9 (2,S)-endo-methoxycarbonyl-(3,R)-endo-hydroxymethylbicyclo<2.2.1>heptene-5 
• 96243-73-1 (1R,2S,3R,4S)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 56679-35-7 (1S,2R,3S,4R)-3-Chlorocarbonyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 
• 96185-92-1 (1R,2R,3R,6S,7S,9S)-2-Hydroxy-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester 
• 96243-75-3 (2,R)-endo-methoxycarbonyl-(3,S)-endo-hydroxymethylbicyclo<2.2.1>heptene-5 
• 740766-14-7 (1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 193467-12-8 (1R,2R,3R,6R,7S,9S)-9-Hydroxymethyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 699-96-7 (+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol 
• 102228-27-3 (1R,2R,3R,6R,7S,9R)-9-Hydroxymethyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 

Downstream Products

• 16802-11-2 (+/-)-boschnialactone 
• 141602-69-9 (1R,2R,3R,6R,7S,9R)-9-Phenoxymethyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 17957-87-8 (-)-boschnialactone 
• 141602-72-4 (4aS,7S,7aS)-7-Benzyloxymethyl-4,4a,7,7a-tetrahydro-1H-cyclopenta[c]pyran-3-one 
• 141602-70-2 (1R,4R,5S,6R)-6-Benzyloxymethyl-5-hydroxymethyl-bicyclo[2.2.1]heptan-2-one 
• 141602-75-7 (4aS,7S,7aS)-7-Phenoxymethyl-4,4a,7,7a-tetrahydro-1H-cyclopenta[c]pyran-3-one 
• 141602-71-3 (1R,4R,5S,6R)-5-Hydroxymethyl-6-phenoxymethyl-bicyclo[2.2.1]heptan-2-one 
• 141602-77-9 (4aS,7S,7aS)-7-Phenoxymethyl-1,3,4,4a,7,7a-hexahydro-cyclopenta[c]pyran-3-ol 
• 141602-68-8 (1R,2R,3R,6R,7S,9R)-9-Benzyloxymethyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 

Relevant academic research and scientific papers

Tandem Norrish Type I Reaction and Intramolecular Arene-Alkene meta-Photocycloaddition: Novel Photoisomerization of Aryl-substituted Norbornan-2-ones to Triquinanes

Irradiation of the aryl-substituted norbornan-2-ones 6 and 7 at 254 nm furnishes the triquinanes 16 and 17 (from 6) and 18 (from 7) via tandem Norrish Type I reaction and intramolecular arene-alkene meta-photocycloaddition of the intermediate unsaturated

IRIDOIDS. ASYMMETRIC SYNTHESIS VIA ENANTIOMERIC SEPARATION OF THE MONO METHYLESTER OF 2,3-DI-ENDO-HYDROXYCARBONYL-5-NORBORNENE

Enantiomeric separation of racemic mono methylester of the known 2,3-di-endo-hydroxycarbonyl-5-norbornene (2) is possible via the ephedrine salts.Both enantiomers can be converted into 2,R-endo-methoxycarbonyl-3,S-endo-hydroxymethyl-5-norbornene (-)-4, which is a suitable intermediate for asymmetric synthesis of iridoids.

IRIDOIDS : STEREOSPECIFIC SYNTHESIS OF FUNCTIONALIZED CYCLOPENTANOID INTERMEDIATES VIA BICYCLOHEPTANONES

An efficient synthesis of functionalized trialkyl substituted cyclopentanoids is presented.Stereocontrol is secured by their formation from norbornane precursors.The strategy is illustrated by the total synthesis of (+/-)-boschnialactone (13), (+/-)-teucriumlactone C (14), and (+/-)-loganin (2).