85695-96-1

Upstream product

• 104485-99-6 (2R,3S)-2,3-Dihydroxy-2-methyl-butyric acid (1S,2R,3S,4R)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 89156-40-1 (S)-3,7-Dimethyl-oct-6-enoic acid (1S,2R,3S,4R)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 

Downstream Products

• 88002-16-8 (1R)-exo-2-(2,2-Dimethylpropoxy)-exo-3-bornyl-phenylglyoxylat 
• 108662-71-1 cyclohexene (2)-1-one-3-<(+) (1R, 2S, 3R, 4S)-2-neopentyloxy-3-bornyl>carboxylate 
• 88948-25-8 <(1S,2R,3S)-(3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo<2.2.1>hept-2-yloxy)carbonylmethyl>triphenylphosphonium bromide 
• 106618-24-0 (1S,2R,3S)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo<2.2.1>hept-2-yl (1R)-cyclohex-3-ene-1-carboxylate 
• 88002-10-2 1-<(1R)-exo-2-(2,2-Dimethylpropoxy)-exo-3-bornyl>-4-ethyl-2-hydroxy-2-phenylsuccinat 
• 88002-03-3 <(1R)-exo-2-(2,2-Dimethylpropoxy)-exo-3-bornyl>-3,3-diethoxy-2-phenyl-2-oxetancarboxylat 

Relevant academic research and scientific papers

ENANTIOSELECTIVE SYNTHESIS OF (+)-CITREOVIRAL USING ASYMMETRIC HYDROXYLATION OF TIGLATE ESTERS

A microbial metabolite (+)-citreoviral has been synthesized enantio- and stereo-selectively using newly developed asymmetric hydroxylation of tiglate esters for the construction of the key chiral building block.

ASYMMETRIC 1,4-ADDITIONS OF COORDINATED MeCu.BF3 TO CHIRAL ENOATES: ENANTIOSELECTIVE SYNTHESES OF (S)-(-)-CITRONELLIC ACID

nBu3P- or cyanide-stabilized RCu.BF3 (R=Me, 4-Me-3-pentenyl) undergo efficient 1,4-additions to neopentylether-shielded trans-enoates.Thus chiral β-substituted carboxylic acids e.g. (S)-citronellic acid were obtained in high e.e. (Schemes 2 and 4).