Mechanistic study of the Mitsunobu reaction |
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| Authors: | Ahn Chuljin Correia Reuben DeShong Philip |
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| Institution: | Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. |
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| Abstract: | The Mitsunobu reaction occurs typically with inversion of configuration in secondary alcohol derivatives. In this paper, a mechanistic explanation for lactonizations of hindered alcohols under Mitsunobu conditions with retention is proposed. This involves the intermediacy of an acyloxyphosphonium salt followed by acyl transfer to the alcohol. |
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