111748-83-5

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1123-86-0 cyclohexyl ethyl ketone 
• 17264-02-7 cyclohexylpropyl alcohol 
• 119924-84-4 4-cyclohexyl-3-methyl-4-oxobutanoic acid methyl ester 
• 354762-23-5 5-cyclohexyl-4-methyl-tetrahydro-furan-2-ol 
• 133101-43-6 γ-cyclohexyl-β-methyl-γ-oxobutanoic acid 

Relevant academic research and scientific papers

Solid-support synthesis of 1,2-diols and γ-lactones through addition of α-(benzoyloxy)crotylindium reagents to aldehydes

A procedure for the solid phase synthesis of 1,2-diols and γ-lactones from α-(hydroxy)crotylstannane has been developed through transmetalation with InBr3. A variety of 1,2-diols and γ-lactones were synthesized in satisfactory yields and, in some cases, with excellent diastereoselectivity. The products are formed free of tin contamination.

Stereoselective Reduction of γ-Oxobutanoic Acids Using DIBAL-H and ZnCl2

A variety of γ-aromatic γ-ketobutanoic acids can be reduced selectively, under optimized conditions, by the use of DIBAL-H and ZnCl2 to provide the (RS,SR)-γ-aryl-γ-hydroxy-β-methylbutanoic acids.Further evidence has been gathered to support the hypothesis that the reaction proceeds by formation of a seven-membered ring complex with the aluminium or zinc atom bridging the ketone and carboxyl groups which preceeds the reduction step and that this templated reduction accounts for observed high diastereoselectivity.Also we have shown that some γ-aryl-γ-butyrolactones can be easily transformed via an oxidative cleavage of the aromatic ring to provide selective synthesis of either cis- or trans-tetrahydro-3-methyl-5-oxo-2-furancarboxylic acid derivatives.

SmI2-INDUCED REDUCTIVE CROSS-COUPLING OF CARBONYL COMPOUNDS WITH α,β-UNSATURED ESTERS

Reductive cross-coupling of carbonyl compounds with α,β-unsaturated esters by SmI2 to γ-lactones was highly accelerated by the addition of hexamethylphosphoric triamide (HMPA).