1499-65-6

Upstream product

• 73153-94-3 (R)-2-Ethyl-1-methylbutylamin 
• 4907-44-2 di-n-propylmagnesium 
• 925669-95-0 2,3-cis-epoxybutane 
• 1730-25-2 allylmagnesium bromide 
• 21490-63-1 2,3-trans-epoxybutane 
• 1499-66-7 3-methylhex-5-en-2-ol 
• 1499-66-7 (2RS,3SR)-3-methyl-hex-5-en-2-ol 
• 591-78-6 n-hexan-2-one 
• 25409-10-3 3-propyl-3-buten-2-one 

Relevant academic research and scientific papers

Baker's yeast reduction of α-methyleneketones

The bioreduction of α-methyleneketones, R1C(=O)C(=CH2)R2 (R1 = Me, Et, Pr, iso-Bu, Ph, CH2CH2Ph; R2 = Cl, Me, Et, n-Pr, iso-Pr, n-Bu, n-C6H13, Ph, CH2Ph), was mediated by baker's yeast (Saccharomyces cerevisiae) to obtain the corresponding α-methylketones. The R1 and R2 groups had a significant influence on the rate and enantioselectivity of the reductions. The rate of C=C bond reduction was higher than that of C=O bond reduction. Only α-methyleneketones having R1 = Me yielded α-methylketones in high enantioselectivity with e.e.s of 88-99%.

Stereochemistry of Aliphatic Carbocations, 13. Protonated Cyclopropanes as Intermediates in 1,2-Alkyl Shifts

The nitrous acid deamination of 2-ethyl-1-methylbutylamine (10), 1,2-diethylbutylamine (35), and 2-ethyl-1-methylpentylamine (43) has been studied with respect to 1,2-alkyl shifts.Optically active and deuterated amines were employed whenever possible.The structure, configuration, and deuterium distribution of various products (e. g. 16 from 10, 40 and 48 from 35, 56 from 43) are most reasonably explained in terms of alkyl-bridged intermediates (corner-protonated cyclopropanes) which isomerize via proton shifts from corner to corner.The alternative interconversion of open ions via 1,3-H shifts is incompatible with our experimental results.