Abstract
Some enantioselective Michael addition reactions in the solid state are reported. For example, when a powdered 1:1 inclusion crystal of 2-cyclohexenone ( 2) with ( R,R)-(−)- trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[5.4]decane ( 1) in the presence of benzyltrimethylammonium hydroxide ( 4) as a base is treated with 2-mercapto-pyridince, 2-mercaptopyrimidine, and 4,6-dimethyl-2-mercaptopyrimidine it gives the corresponding Michael addition product in 80, 78, and 74% ee, respectively. Some other enantioselective Michael addition reactions in the solid state are also reported.
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