Catalytic Enantioselective Ring-Opening Reaction of meso-Epoxides with ArSeH Using a (Salen)Ti(IV) Complex

Author(s): Minghua Yang, Ji Pei, Jiangtao Sun, Fang Yuan, Chengjian Zhu

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 7 , 2010

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Abstract:

Enantioselective ring-opening reaction of meso-epoxides with arylselenols using a chiral (salen)Ti(IV) complex as catalyst was realized, and 1,2- arylseleno alcohols were obtained in good yields and up to 80 % ee.

Keywords: Arylselenols, epoxides, ring-opening reaction, asymmetric catalysis, RNH2, ROH, TMSCN, RN3, RSH, mercaptoalcohols, Grignard reagents, scandium-bipyridine complex, selenophenol, Kozlowski's modular bifunctional salen ligands, Ring-Opening Reactiona, Schlenk techniques, NMR, Bruker AMX-300 spectrometer, mass spectrometer, chiral Chiralcel OD-H column, 2-(phenylseleno)-1-cyclohexanol, HPLC, 2-(phenylseleno)-1-cyclopentanol, 3-(phenylseleno)-2-butylol, 2-(naphthylseleno)-1-cyclohexanol

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Article Details

VOLUME: 7
ISSUE: 7
Year: 2010
Page: [561 - 565]
Pages: 5
DOI: 10.2174/157017810793362226
Price: $65

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