The Asymmetric 1,6-conjugate Addition Reaction Of Para-quinone Methides | Posted on:2018-11-12 | Degree:Master | Type:Thesis | Country:China | Candidate:Y J Fan | Full Text:PDF | GTID:2321330542960230 | Subject:Chemistry | Abstract/Summary: | PDF Full Text Request | para-Quinone methides is an important class of quinone derivatives in organic chemistry,which are widely found in natural products and bioactive molecules.They are highly reactive species owing to their strong dipolar character and existence of an aromatic zwitterionic resonance structure.Recently,asymmetric catalysis with para-quinone methides has emerged as one of the most powerful methods for the synthesis of novel chiral compounds.In this thesis,we developed an enantioselective 1,6-conjugated addition of tritylthiol to in situ generated para-quinone methides under phase transfer catalytic conditions.Through the optimization of catalysts and reaction conditions,a wide range of chiral sulfur containing compounds were obtained in high yields(up to 98%)and enantioselectivities(up to 97%)by using a binaphthyl derived chiral quaternary ammonium salt phase transfer catalyst. | Keywords/Search Tags: | Phase transfer catalysis, Asymmetric 1,6-conjugated addition, Tritylthiol, para-Quinone methides | PDF Full Text Request | Related items |
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