Copper-catalyzed enantioselective synthesis of tertiary and all-carbon quaternary stereogenic centers through conjugate addition of dialkylzinc reagents to nitroalkenes |
Posted on:2006-10-01 | Degree:M.S | Type:Thesis |
University:Boston College | Candidate:Mampreian, Dawn Marie | Full Text:PDF |
GTID:2451390005499268 | Subject:Chemistry |
Abstract/Summary: | |
General and efficient methods for catalytic asymmetric conjugate addition of alkylzincs to a variety of acyclic disubstituted and trisubstituted nitroalkenes are presented in this thesis.;Chapter one. A brief overview of asymmetric conjugate addition of various nucleophiles to acyclic nitroalkenes and transformation of the corresponding nitro groups into a variety of functionalities is presented.;Chapter two. Development of a general and efficient copper catalyst for the enantioselective conjugate addition of dialkylzincs to acyclic aromatic and aliphatic nitroalkenes is disclosed.;Chapter three. The first reported catalytic method for enantioselective synthesis of quaternary carbon centers through conjugate addition of dialkylzincs is outlined. |
Keywords/Search Tags: | Conjugate addition, Enantioselective synthesis, Nitroalkenes, General and efficient |
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