Substituent-directed oxidation: highly regioselective and stereoselective oxidative cyclization of cycloalkenols with ceric ammonium nitrate.

Kim, Ho-jin; Schlecht, Matthew F.

doi:10.1016/s0040-4039(00)82038-9

Cited by 7 publications

(2 citation statements)

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“…In addition to the above, several other alkoxylation reactions have also been devised. Kim and co-workers reported a highly regioselective and stereoselective oxidative cyclization of cyclooctenols mediated by CAN . Oxidative cyclization of compounds containing a double bond in the β position to a TMS group led to the corresponding tetrahydrofuran, tetrahydropyran, and piperidine analogs depending on whether the nucleophile is a hydroxy or an amide group .…”

Section: 2 Alkoxylation Reactionsmentioning

confidence: 99%

“…Kim and co-workers reported a highly regioselective and stereoselective oxidative cyclization of cyclooctenols mediated by CAN. 259 Oxidative cyclization of compounds containing a double bond in the β position to a TMS group led to the corresponding tetrahydrofuran, tetrahydropyran, and piperidine analogs depending on whether the nucleophile is a hydroxy or an amide group. 260 Generation of cation radical from styrene moiety followed by ring closure with carboxy group is well known in CAN chemistry.…”

Section: Alkoxylation Reactionsmentioning

confidence: 99%

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Cerium(IV) Ammonium NitrateA Versatile Single-Electron Oxidant

2007

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He was a visiting scientist at Columbia University during 1979−82 and Visiting professor at the University of Pernambuco in Brazil in May 2001. He is a fellow of the Indian Academy of Sciences and a Silver Medalist of the Chemical Research Society of India. His research interests include cycloadditions, radical-mediated C−C and C−heteroatom bond-forming reactions, multicomponent reactions, and heterocyclic synthesis. Forty students have completed Ph.D. degrees under his supervision, and he has published nearly 200 papers in major international journals. Ani Deepthi was born in Kollam, Kerala State, India, in 1980. She obtained her B.Sc. degree from Kerala University (Fatima Mata National College, Kollam) in 2000 and her M.Sc. degree (First Rank) from the Cochin University of Science and Technology in 2002. She did her doctoral research under the guidance of Dr. Vijay Nair in the Regional Research Laboratory (CSIR) Trivandrum, working in the area of multicomponent reactions and has submitted her Ph.D. thesis to the

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Section: 2 Alkoxylation Reactionsmentioning

confidence: 99%

Section: Alkoxylation Reactionsmentioning

confidence: 99%