Stereoselective synthesis of piperidinone and quinolinone systems via ring opening reactions using TiCl4/silyl reagents |
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| Authors: | Sengodagounder Muthusamy Chinnakuzhanthai GangaduraiJanagiraman Krishnamurthi Eringathodi Suresh |
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| Institution: | a School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, India
b Central Salt and Marine Chemicals Research Institute (CSIR), Bhavnagar 364 002, India |
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| Abstract: | Titanium(IV) chloride and silyl reagents mediated regio- and chemoselective ring opening reactions of oxa-bridged piperidinone ring systems were demonstrated. This methodology interestingly undergoes the stereoselective ring opening at the C-O bond of oxa-bridged piperidinone ring systems. Study of TiCl4 with hydride or non-hydride silyl reagents furnished the product with selectivity. This protocol is highly valuable to synthesize a range of stereoselective piperidinones, quinolinones ring systems. |
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| Keywords: | Piperidinones Quinolinones Ring opening Silyl reagents Stereoselectivity Titanium(IV) chloride |
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