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  • DDQ-promoted dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones by a radical ion mechanism.

DDQ-promoted dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones by a radical ion mechanism.

Chemical communications (Cambridge, England) (2011-07-19)
Ye Ding, Zhangjian Huang, Jian Yin, Yisheng Lai, Shibo Zhang, Zhiguo Zhang, Lei Fang, Sixun Peng, Yihua Zhang
PMID21766102
ABSTRACT

A novel and facile DDQ-mediated dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones is described. The formation of lactones proceeds by a radical ion mechanism, which has been established by DPPH˙-mediated chemical identification, ESR spectroscopy and an enol intermediate trapping.

MATERIALS
Product Number
Brand
Product Description
59586-U
Supelco
Discovery® Cyano Supelguard Cartridge, 5 μm particle size, L × I.D. 2 cm × 4 mm
59357-U40
Supelco
Discovery® Cyano HPLC Column, 5 μm particle size, L × I.D. 25 cm × 4 mm
D60400
Sigma-Aldrich
2,3-Dichloro-5,6-dicyano-p-benzoquinone, 98%
59356-U
Supelco
Discovery® Cyano HPLC Column, 5 μm particle size, L × I.D. 15 cm × 4.6 mm
59357-U
Supelco
Discovery® Cyano HPLC Column, 5 μm particle size, L × I.D. 25 cm × 4.6 mm