Stereoselective cascade reactions that incorporate a 7-exo acyl radical cyclization |
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Authors: | Grant Seth W Zhu Koudi Zhang Yu Castle Steven L |
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Affiliation: | Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602, USA. |
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Abstract: | [reaction: see text] Radical cascades that feature a 7-exo acyl radical cyclization followed by a 6-exo or 5-exo alkyl radical cyclization proceed with very good yields and diastereoselectivities. Two stereocenters are created by the reaction, and a single isomeric product was obtained from each of the five substrates examined. The relative configurations of the products are consistent with cyclizations occurring via chairlike or pseudochairlike transition states. |
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