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- Title
Stereoselective Nucleophilic Addition of PhSCF<sub>2</sub>SiMe<sub>3</sub> to Chiral Cyclic Nitrones: Asymmetric Synthesis of gem-Difluoromethylenated Polyhydroxypyrrolizidines and -indolizidines.
- Authors
Korvorapun, Korkit; Soorukram, Darunee; Kuhakarn, Chutima; Tuchinda, Patoomratana; Reutrakul, Vichai; Pohmakotr, Manat
- Abstract
Fluoride-catalyzed nucleophilic addition of a difluoro(phenylsulfanyl)methyl group ('PhSCF2') generated from PhSCF2SiMe3 to nitrones was accomplished in satisfactory yields. High diastereoselectivities were observed with chiral polyoxygenated cyclic nitrones to provide the corresponding adducts, which were further manipulated to afford gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines.
- Subjects
NUCLEOPHILIC addition (Chemistry); INDOLIZIDINES synthesis; DIFLUOROMETHYL compounds; METHYL groups spectra; STEREOSELECTIVE reaction kinetics; CYCLIC compounds synthesis
- Publication
Chemistry - An Asian Journal, 2015, Vol 10, Issue 4, p948
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201403023