- Iron-catalyzed regioselective transfer hydrogenative couplings of unactivated aldehydes with simple alkenes
-
An FeBr3-catalyzed reductive coupling of various aldehydes with alkenes that proceeds through a direct hydride transfer pathway has been developed. With iPrOH as the hydrogen donor under mild conditions, previously challenging coupling reactions of unactivated alkyl and aryl aldehydes with simple alkenes, such as styrene derivatives and α-olefins, proceeded smoothly to furnish a diverse range of functionalized alcohols with complete linear regioselectivity. The reductive coupling of various aldehydes and alkenes through a direct hydride transfer pathway can be catalyzed by FeBr3. With isopropanol as the hydrogen donor, previously challenging coupling reactions of unactivated alkyl and aryl aldehydes with simple alkenes, such as styrene derivatives and α-olefins, proceeded smoothly to furnish a diverse range of functionalized alcohols with complete linear regioselectivity.
- Zheng, Yan-Long,Liu, Yan-Yao,Wu, Yi-Mei,Wang, Yin-Xia,Lin, Yu-Tong,Ye, Mengchun
-
supporting information
p. 6315 - 6318
(2016/05/24)
-
- The Formation of an Enantiomerically Pure Product of Free Radical Coupling. The Chemistry of Diphenylcarbene in Polycrystalline (S)-(+)-2-Butanol
-
Photolysis of 0.1 M diphenyldiazomethane at 77 K or 137 K in solid (S)-(+)-2-butanol gives tertiary alcohol 9 along with other products.Compound 9 was isolated and found to be enantiomerically pure by chiral NMR shift reagents.Compound 9 is formed by reaction of triplet diphenylcarbene with (S)-(+)-2-butanol to give a radical pair which subsequently collapses.The solid-state matrix directs the radical pair collapse with complete retention of configuration.
- Zayas, Jose,Platz, Matthew S.
-
p. 7065 - 7069
(2007/10/02)
-
- THE EFFECT OF OXYGEN ON THE MATRIX CHEMISTRY OF DIPHENYLCARBENE
-
The effect of oxygen on the matrix chemistry of diphenylcarbene is described.
- Zayas, Jose,Platz, Matthew S.
-
p. 2853 - 2856
(2007/10/02)
-