102439-10-1Relevant academic research and scientific papers
Direct synthesis of 1,4-diols from alkenes by iron-catalyzed aerobic hydration and C-H hydroxylation
Hashimoto, Takuma,Hirose, Daisuke,Taniguchi, Tsuyoshi
supporting information, p. 2730 - 2734 (2014/03/21)
Various 1,4-diols are easily accessible from alkenes through iron-catalyzed aerobic hydration. The reaction system consists of a user-friendly iron phthalocyanine complex, sodium borohydride, and molecular oxygen. Furthermore, the effect of additional ligands on the iron complex was examined for a model reaction. The second hydroxy group is installed by direct C(sp3)-H oxygenation, which is based on a [1,5] hydrogen shift process of a transient alkoxy radical that is formed by formal hydration of the olefin. One more hydroxy group: A method for the synthesis of 1,4-diols from simple alkenes has been developed. This unusual transformation entails an iron-catalyzed aerobic hydration and is achieved with convenient reagents, such as molecular oxygen. The formation of an intermediary alkoxy radical, which undergoes a [1,5] hydrogen shift, is likely to be essential for C(sp3)-H hydroxylation. Pc=phthalocyanine.
Electron transfer induced reductive cleavage of γ-lactones to carboxylic acids by sodium-hexamethylphosphoric triamide (HMPA)
Mukhopadhyaya, Jayanta K.,Mukhopadhyay, Chhanda,Ghatak, Usha Ranjan
, p. 132 - 136 (2007/10/02)
Sodium-hexamethylphosphoric triamide (HMPA) mediated electron transfer induced reductive cleavage of 1 -> 3 and 1 -> 2 γ-lactones fused in cyclohexane ring gives the corresponding carboxylic acids in good yields.
ALKALI METAL-LIQUID AMMONIA REDUCTION OF γ-LACTONES TO DIOLS AND CYCLIC HEMIACETALS: STEREOCHEMICAL INFLUENCE BY THE NEIGHBOURING GROUP ON THE NATURE OF THE PRODUCTS
Chakraborti, Asit K.,Saha, Bijali,Ray, Chhanda,Ghatak, Usha Ranjan
, p. 4433 - 4438 (2007/10/02)
Lithium or sodium-liquid ammonia reduction of 3-hydroxy-1,3-dimethylcyclohexane-1,3-carbolactones (5), (6) and (7) with or without a C-2 equatorial substituent gives the respective diols (8), (9) and (10), whereas the lactones (11) and (12), having a C-2
