138603-03-9

Upstream product

• 4442-91-5 3-cyclohexyl-oxirane carboxylic acid 
• 802294-64-0 propionic acid 
• 2043-61-0 cyclohexanecarbaldehyde 
• 138490-51-4 (2R,3R)-3-cyclohexyl-3-hydroxy-2-methylpropanal 
• 105401-07-8 (1R,2S)-1-cyclohexyl-2-methyl-1,3-propanediol 
• 135067-18-4 (1R*,2S*)-1-cyclohexyl-2-methyl-1,3-bis(trimethylsiloxy)propane 
• 138490-37-6 (±)-1-cyclohexyl-2-methylprop-2-en-1-ol 
• 138490-39-8 (2S*,3R*)-3-(tert-butyldimethylsilyloxy)-3-cyclohexyl-2-methylpropanol 
• 138602-95-6 (1R*,2S*)-1-cyclohexyl-2-methyl-1,3-propanediol 
• 138490-38-7 (+/-)-3-(tert-butyldimethylsilyloxy)-3-cyclohexyl-2-methyl-1-propene 
• 138604-11-2 (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 

Relevant academic research and scientific papers

Anti-Selective enolboration-aldolization of propanoic acid

A systematic examination of enolboration-aldolization of propanoic acid has led to an efficient synthesis of anti-β-hydroxy-α-methyl carboxylic acids in consistently high yields and diastereoselectivities by using B-bromodicyclohexylborane as the enolizat

Stereoselective Acetalization of 1,3-Alkanediols by l-Menthone: Application to the Resolution of Racemic 1,3-Alkanediols and to the Determination of the Absolute Configuration of Enantiomeric 1,3-Alkanediols

A general and reliable method for the resolution of racemic 1,3-alkanediols, which involves their conversion into diastereomeric spiroacetals derived from l-menthone, is described.Thus, the reaction of the bis-O-trimethylsilyl derivatives of racemic 1,3-alkanediols with l-menthone in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate affords the diastereomeric spiroacetals 3 and 4.The two can be readily separated by silica gel column chromatography.Hydrolysis of each diastereomer under acidic conditions liberates the corresponding enantiomerically pure diol.An empirically derived correlation of configuration and 1H NMR chemical shifts for spiroacetals 3 and 4 has been developed which is rationalized based on long-range effects due to the magnetic anisotropy inherent to the menthane ring in a rigid spiroacetal conformation.The method described here should be widely applicable to the determination of the absolute configuration of various 1,3-alkanediols.

REGIOSELECTIVE OPENINGS OF 2,3-EPOXY ACIDS WITH ORGANOCUPRATES

Lithium organocuprates react with 3-alkyl-2,3-epoxy acids (glycidic acids) to afford the products of ring-opening in good yield.The regiochemistry of ringopening is dependent on the stereochemistry of the epoxy acid.