Ring-opening cyclization of spirocyclopropanes with stabilized sulfonium ylides for the construction of a chromane skeleton

Regioselective ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes with stabilized sulfonium ylides provided 2,3- trans -disubstituted 2,3,4,6,7,8-hexahydro-5 H -1-benzopyran-5-ones in high yields without the formation of any isomers. The obtained product was readily converted int...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-06, Vol.55 (46), p.6539-6542
Hauptverfasser: Nambu, Hisanori, Onuki, Yuta, Ono, Naoki, Tsuge, Kiyoshi, Yakura, Takayuki
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Sprache:eng
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Zusammenfassung:Regioselective ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes with stabilized sulfonium ylides provided 2,3- trans -disubstituted 2,3,4,6,7,8-hexahydro-5 H -1-benzopyran-5-ones in high yields without the formation of any isomers. The obtained product was readily converted into highly substituted chromane. A regioselective ring-opening cyclization of spirocyclopropanes with sulfonium ylides afforded 2,3- trans -hexahydrobenzopyran-5-ones in high yields without the formation of any diastereoisomers.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc03023a