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  to make students familiar about the concepts and applications of pericyclic reactions and
                       asymmetric organic synthesis.
                      to  give  information  about  the  basic  principle  of  enantioselective  reactions  and
                       enantiomeric excess determination.


               LEARNING OUTCOMES:

               The student will be able to
                          To  apply  the  information  about  the  synthetic  applications  of  asymmetric  organic
                            synthesis
                          To understand the mechanisms of various pericyclic reactions.


               THEORY (45 Hours)

               UNIT-I: Pericyclic Reactions-I                                                     (11 Hours)
                Classification of pericyclic reactions, Molecular orbital and their symmetry properties, molecular
               orbitals  of  ethylene,  1,3-butadiene;1,3,5-hexatriene;  allyl  system,  Woodward-Hoffmann‘s
               conservation  of  orbital  symmetry  rule;  Analysis  of  pericyclic  reactions:  FMO  approach,
               correlation  diagrams  method  and  Perturbation  of  molecular  orbital  approach.  Cycloaddition
               reactions: Supra and antra facial additions, 4n and 4n+2 systems, 2+2 additions of ketenes. Diels-
               Alder  reactions,  1,3-Dipolar  cycloaddition  and  cheletropic  reactions,  ene  reaction,  retro-Diels-
               Alder  reaction,  regioselectivity,  periselectivity,  torque  selectivity,  site  selectivity  and  effect  of
               substituents  in  Diels-Alder  reactions.  Other  Cycloaddition  Reactions-  [4+6]  Cycloadditions,
               Allene Cycloadditions

               UNIT-II Pericyclic Reactions-II                                                    (11 Hours)
               Electrocyclic reactions – controtatory and disrotatory motions, 4n, 4n+2, allyl systems secondary
               effects.  Electrocyclic  rearrangement  of  cyclobutenes  and  1,3  cyclohexadienes.  Sigmatropic
               Rearrangements: H-shifts and C-shifts, supra and antarafacial migrations, retention and inversion
               of configurations, detailed treatment of Claisen and Cope rearrangements, fluxional tautomerism,
               aza-cope  rearrangements,  introductions  to  Ene  reactions.  Formation  of  Vitamin  D  from  7-
               dehydrocholesterol, synthesis of citral using pericyclic reaction, conversion of Endiandric acid E
               to Endiandric acid A.

               UNIT-III Asymmetric synthesis                                                      (12 Hours)
               Asymmetric  synthesis  and  its  need.  Basis,  principles  and  strategiesof  asymmetric  synthesis,
               Sources  of  chiral  compounds  and  methods  (I-IV  generations)  of  asymmetric  synthesis,
               Enantiomeric  excess,  Analytical  methods  for  enantiomeric  excess  determination,  Asymmetric
               synthesis  using  chiral  starting  materials:  addition  to  carbonyl  compounds  (face  blocking/
               diastereofacial bias, chiral sulfoxides, organometallics, chiral amplification), α-substitution using
               chiral enolatesand chiral auxiliaries (SAMP, RAMP, SULTAM, EVANS, MASAMUNE).
               UNIT-IV Asymmetric synthesis-II                                                    (11 Hours)

               Enantioselective and diastereoslective aldol reactions, Asymmetric addition to C-C double bond:
               Asymmetric  hydrogenation,  Enantioselective  epoxidation,  Enantioselective  hydroxylation,
               Asymmetric  Diels-Alder  reaction  (use  of  chiral  dienes  and  dienophiles),  Asymmetric
               hydroboration  of  alkenes,  Asymmetric  enzymatic  transformations,  oxidation,  reduction  and
               hydrolysis.






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