186038-23-3

Upstream product

• 106680-70-0 (1R,2S)-1-Methyl-2-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanecarbaldehyde 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 66088-37-7 ethyl 1-methyl-2-oxocyclohexancarboxylate 
• 69551-50-4 trans-2-Hydroxymethyl-2-methyl-cyclohexanol 
• 99892-70-3 (1R,2S)-1-Methyl-2-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohex-3-enecarbaldehyde 

Relevant academic research and scientific papers

Designed Chiral Acyl Radical Equivalents. Preparation and Cyclizations of Disymmetrically Substituted 1,3-Dioxabicyclo[4.4.0]decan-2-yl Radicals

The diastereoselectivity of 5-exo-trigonal cyclizations of 2-(4-penten-1-yl)-1,3-dioxolan-2-yl and 2-(4- penten-1-yl)-1,3-dioxan-2-yl radicals is investigated. When dioxolanes or dioxanes derived from C2 symmetrically substituted diols are employed the diastereoselectivity is poor. In the dioxanyl series this is a consequence of the cyclization occurring through a twist-boat conformer. Disymmetrically substituted dioxanyl radicals, derived from the alcohols 21 and 41, are, however, constrained to chairlike conformations and accordingly give rise to highly diastereoselective cyclizations. Conditions are described for the hydrolysis of the resulting spiroacetals and for determination of the ee of the resulting 2-methylcyclopentanones.

GLYCO-ORGANIC SUBSTRATES IN ORGANIC SYNTHESIS. PREPARATION OF A WATER SOLUBLE BUTADIENYL-ETHER AND ITS USE IN AQUEOUS CYCLOADDITION.

A chiral water-soluble butadienyl-ether containing free glucose as hydrophilic moiety was synthesized and used in aqueous cycloaddition reaction with methacrolein to afford through pure endo transition state, only two diastereoisomers from which the sugar