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The first total synthesis and structural determination of (+)-BE-52440A
Authors:Kuniaki Tatsuta  Yoshikazu Suzuki  Tatsuya Toriumi  Yoshiaki Furuya  Seijiro Hosokawa
Affiliation:Department of Applied Chemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan
Abstract:The first total synthesis and structural determination of (+)-BE-52440A have been achieved by enantiodivergent synthesis. S-Bridging dimerization including SN2 epoxy-opening reaction of tetrasubstituted epoxide 2 with sodium sulfide has been achieved in excellent yield with high regioselectivity. The structure of (+)-BE-52440A was determined to be the dimer of kalafungin type pyranonaphthoquinone.
Keywords:Total synthesis   BE-52440A   Enantiodivergent synthesis   Tetrasubstituted epoxide   Dimerization
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