6610-16-8

Upstream product

• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 20461-30-7 2-methylcyclohex-2-en-1-ol 
• 591-49-1 1-methylcyclohex-1-ene 

Downstream Products

• 24909-95-3 (-)-Bakkenolide III 
• 18456-00-3 (-)-Bakkenolide C 
• 19903-94-7 (-)-bakkenolide L 
• 18455-98-6 bakkenolide B 
• 19906-72-0 bakkenolide A 
• 122518-93-8 (1R,2S,6S)-1,2-bis-iodomethyl-1,6-dimethylcyclohexane 
• 122518-92-7 (1S,2R,3S)-2-(hydroxymethyl-2,3-dimethylcyclohexyl)methanol 
• 122564-88-9 (1R,2S,6S)-1,6-dimethylcyclohexane-1,2-dicarboxylic acid 
• 122518-91-6 (S)-1,6-dimethyl-1-cyclohexene 
• 122452-76-0 Phenyl-carbamic acid (R)-2-methyl-cyclohex-2-enyl ester 

Relevant academic research and scientific papers

Stereo- and regioselectivity in the P450-catalyzed oxidative tandem difunctionalization of 1-methylcyclohexene

The selective partial oxidation of small non-functionalized molecules using biocatalysis based on P450 monooxygenases is known to be difficult due to the expected poor regio- and stereoselectivity, but in this study it was nevertheless attempted. 1-Methyl

Enantioselective microbial oxidation of allyl alcohols

A new route to the optically active allyl alcohols by microbial oxidation is disclosed. Yamadazyma farinosa IFO 10896, a yeast, efficiently catalyzes the enantioselective oxidation of allyl alcohols to afford the corresponding optically active alcohols as the remaining substrates. This reaction is applicable to both cyclic and acyclic compounds. Copyright

A [3,3]-sigmatropic process catalysed by acetate. The decarboxylative Claisen rearrangement

Allylic tosylacetates and tosylmalonates undergo acetate-catalysed decarboxylative Claisen rearrangement in the presence of N,O-bis(trimethylsilyl) acetamide. The homoallylic sulfones formed in these transformations correspond to the products of regiospecific allylation of sulfone-stabilised carbanions. A mechanistic rationale is proposed.

First comprehensive bakkane approach: Stereoselective and efficient dichloroketene-based total syntheses of (±)- and (-)-9-acetoxyfukinanolide, (±)- and (+)-bakkenolide a, (-)-bakkenolides III, B, C, H, L, V, and X, (±)- and (-)-homogynolide A, (±)-homogynolide B, and (±)-palmosalide C

Cycloaddition of dichloroketene with dimethylcyclohexenes has been used as the key reaction in an efficient, general approach to the bakkanes. New methods and methodologies that have been developed in this work include spiro β-methylene-γ-butyrolactonizations, a vicinal dicarboxylation, an angelic ester preparation, a transesterification, an epoxy ketone double reduction, and a retro aldol-aldol approach to low-energy aldol isomers.

A new system for catalytic enantioselective reduction of achiral ketones to chiral alcohols. Synthesis of chiral α-hydroxy acids

The reduction of a variety of achiral ketones with catecholborane as stoichiometric reductant and 0.1 equiv of oxazaborolidine 2 as catalyst in toluene at -78°C proceeds in > 95% yield and with enantioselectivities in the range 30:1 to 9:1, depending on s

Lithium Aluminium Hydride Partially Decomposed with (-)-N-Methylephedrine and 2-Alkylaminopyridine: An Improved Chiral Hydride Useful for the Practical Asymmetric Reduction of Achiral Cyclic Ketones

The title chiral hydride was found to reduce various achiral cyclic ketons, giving the corresponding optically active cyclic (R)-alcohols in high optical (73-98percent) yields.The development of the improved chiral hydride and some characteristics of the reagent are also described.Keywords - asymmetric reduction; lithium aluminium hydride; (-)-N-methylephedrine; 2-alkylaminopyridine; 2-cyclohexen-1-one; achiral cyclic ketone; optically active cyclic alcohol

ASYMMETRIC REDUCTION OF PROCHIRAL CYCLIC KETONES WITH LITHIUM ALUMINIUM HYDRIDE PARTIALLY DECOMPOSED BY (1R,2S)-(-)-N-METHYLEPHEDRINE AND 2-ALKYLAMINOPYRIDINE

The title chiral hydride was found to reduce prochiral cyclic ketones, affording the corresponding optically active cyclic alcohols in high optical (max. 98percentee) yields.