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Sequential Baylis–Hillman Reaction and Radical Cyclization of Furanose Derivatives: Expeditious Approach to Enantiopure Benzo-Fused Nine-Membered Oxacycles

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Title Sequential Baylis–Hillman Reaction and Radical Cyclization of Furanose Derivatives: Expeditious Approach to Enantiopure Benzo-Fused Nine-Membered Oxacycles
 
Creator Majhi, Tirtha Pada
Neogi, Arpita
Ghosh, Soumen
Mukherjee, Alok Kumar
Chattopadhyay, Partha
 
Subject Chemistry
 
Description A regioselective 9-endo-trig aryl radical cyclization of D-glucose derived diastereomeric Baylis–Hillman reaction products with Bu3SnH led to highly functionalized tricyclic benzannulated ethers incorporating cis- and trans-9,5 bicyclic systems in good yields. Degradation
of one of the products afforded an enantiopure multifunctionalized benzoxonine derivative.
 
Date 2006
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1090/1/TETRAHEDRON__Volume_62___Issue_51___Pages_12003%2D12010__[2].pdf
Majhi, Tirtha Pada and Neogi, Arpita and Ghosh, Soumen and Mukherjee, Alok Kumar and Chattopadhyay, Partha (2006) Sequential Baylis–Hillman Reaction and Radical Cyclization of Furanose Derivatives: Expeditious Approach to Enantiopure Benzo-Fused Nine-Membered Oxacycles. Tetrahedron, 62 (51). pp. 12003-12010.
 
Relation http://dx.doi.org/10.1016/j.tet.2006.09.080
http://www.eprints.iicb.res.in/1090/