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Regioselective Ring‐opening Reaction of 1,2‐Epoxides with Arylselenol under Solvent‐free Conditions and Application to the Synthesis of 1,3‐Oxazolidin‐2‐ones
Author(s) -
Yang MingHua,
Yuan ChaoYing,
Pan Yi,
Zhu ChengJian
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690128
Subject(s) - regioselectivity , chemistry , ring (chemistry) , solvent , epoxide , catalysis , reaction conditions , tosyl , organic chemistry , combinatorial chemistry
Regioselective ring‐opening reactions of 1,2‐epoxides with ArSeH catalyzed by Ti(O i Pr) 4 under solvent‐free conditions were investigated. A variety of β ‐hydroxyselenides were obtained in excellent yields of 90%–97% and regioselectivities by a simple, atom economic and environment‐friendly procedure. Several N ‐tosyl‐1,3‐oxazolidin‐ 2‐ones were prepared starting from the corresponding 1,2‐epoxides and ArSeH by a one‐pot three‐step procedure.