Stereochemistry of oxachlorocarbene S(N)i reactions |
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| Authors: | Moss Robert A Fu Xiaolin Tian Jingzhi Sauers Ronald Wipf Peter |
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| Institution: | Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903, USA. moss@rutchem.rutgers.edu |
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| Abstract: | reaction: see text] 3-Nortricyclyloxychlorocarbene and trans-4-methylcyclohexyloxychlorocarbene both fragment in hydrocarbon solvents with extensive loss of stereochemical integrity to the corresponding chlorides via competitive and nearly isoenergetic S(N)i-like transition states. |
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