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Synlett 2000; 2000(10): 1494-1496
DOI: 10.1055/s-2000-7650
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Stereoselective Synthesis of Functionalized (Z)-Keto-enyne and its Epoxide

Safraz Khan* , Nobuki Kato, Masahiro Hirama
  • *Department of Chemistry, Graduate School of Science, Tohoku University, and CREST, Japan Science and Technology Corporation (JST), Sendai 980-8578, Japan; Fax + 81 (22) 217-6566; E-mail: hirama@ykbsc.chem.tohoku.ac.jp
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Publication Date:
31 December 2000 (online)

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An efficient method to synthesize (Z)-keto-enyne and its epoxide, possible key intermediates in the total synthesis of maduropeptin chromophore, has been developed through a BuLi-mediated reductive opening of α-bromoepoxide.

enynes - epoxides - halides - ring opening - stereoselective synthesis