97690-17-0

Upstream product

• 32147-20-9 (Z)-2-bromo-1,3-diphenylprop-2-en-1-one 
• 136032-07-0 (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate 
• 1074-12-0 phenylglyoxal hydrate 
• 20229-41-8 l-menthyl phenylglyoxylate 
• 611-73-4 Benzoylformic acid 
• 141652-48-4 <(1R,2R)-2-phenoxycyclohex-1-yl> phenylglyoxalate 
• 177981-47-4 (1R,2R)-2-nitroxycyclohexyl phenylglyoxylate 
• 51667-82-4 phenyl-2 hydroxy-2 methyl-4 pentanoate de (-) menthyle 
• 51667-82-4 2-Hydroxy-4-methyl-2-phenyl-pentanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant academic research and scientific papers

Catalytic asymmetric synthesis of dihydrofurans and cyclopentenols with tertiary stereocenters

A new asymmetric synthesis of dihydrofurans and cyclopentenols has been developed and is based on the copper-catalyzed 1,2-addition of Grignard reagents to enones in combination with Sonogashira coupling/cyclization or ring-closing metathesis. By this approach, dihydrofurans with an oxygen-containing tertiary stereocenter and chiral tertiary cyclopentenols are efficiently prepared. The absolute stereochemistry of the products has been established. The copper-catalyzed 1,2-addition of Grignard reagents to enones, combined with Sonogashira coupling/cyclization or ring-closing metathesis, provides a new asymmetric synthesis of dihydrofurans and cyclopentenols. Two different kinds of dihydrofurans are obtained with medium-to-high enantioselectivities. Copyright

Isomannide and isosorbide as new chiral auxiliaries for the stereoselective synthesis of tertiary α-hydroxy acids

Isomannide and isosorbide are selectively protected to provide new chiral auxiliaries suitable for the preparation of enantiopure tertiary α-hydroxy acids. Diastereoselective additions of organozinc reagents on the derived phenylglyoxylates afford the desired α-hydroxy acids with 60-99% ee after saponification. Both absolute configurations of the α-hydroxy acids can be accessed, by adapted choice of either the starting diol or the protecting group.

(1R, 2R)-2-nitroxycyclohexan-1-ol: First example of a cyclohexyl based chiral auxiliary with nitroxy function as diastereoface discriminating group

Application of nitroxy substituent as diastereoface discriminating group in a cyclohexyl based chiral auxiliary has been described.Copyright

New cyclohexyl-based chiral auxiliaries: Enantioselective synthesis of α-hydroxy acids

(1R,2R)-2-(4-tert-butylphenoxy) cyclohexan-1-ol (5) and (1R,2R)-2-(4-phenylphenoxy) cyclohexan-1-ol (6) have been used for the first time as chiral auxiliaries. Addition of alkylzinc chlorides to the corresponding glyoxylates 5a, 6a, after hydrolysis, provided (R)-α-hydroxy acids in high optical purities.

trans-2-phenoxycyclohexan-1-ol as new chiral auxiliary: Synthesis of chiral α-hydroxy acids

(1R,2R)-2-phenoxycyclohexan-1-ol is used as a chiral auxiliary for the preparation of α-hydroxy acids in high optical purities.

ENANTIOSELECTIVE SYNTHESIS OF α- AND β-HYDROXY ACIDS USING trans-2-PHENYLCYLOHEXAN-1-OL AS CHIRAL AUXILIARY

trans-2-Phenylcyclohexanol has been used as a chiral auxiliary for the preparation of α- and β-hydroxy acids in 85 - 100 percent and 11 - 89 percent enantiomeric purities respectively.

SYNTHESE D'α-HYDROXYACIDES OPTIQUEMENT ACTIFS PAR ADDITION D'ORGANOZINCIQUES SUR LE PHENYLGLYOXALATE DE (-) MENTHYLE

Organozinc compounds readily obtained in situ from Grignard reagents and solutions of ZnCl2 or ZnBr2 in diethylether or THF add selectively to the keto group of (-) menthyl phenylglyoxalate.A variety of α-substituted mandelic acids o

ADDITION DIASTEREOSELECTIVE D'ORGANOZINCIQUES SUR LE PHENYLGLYOXALATE DE (-) MENTHYLE

Organozinc compounds (from Grignard reagents and ZnCl2 or ZnBr2 in diethylether or THF) add selectively to the keto group of (-) menthyl phenylglyoxalate, to give α-substituted (-) menthyl mandelates in high yields and in most cases high levels of asymmet