Total synthesis of khafrefungin using highly stereoselective vinylogous Mukaiyama aldol reaction |
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Authors: | Shirokawa Shin-ichi Shinoyama Mariko Ooi Isao Hosokawa Seijiro Nakazaki Atsuo Kobayashi Susumu |
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Affiliation: | Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan. |
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Abstract: | [structure: see text] A convergent total synthesis of khafrefungin was accomplished on the basis of (1) the highly stereoselective TiCl4-mediated vinylogous Mukaiyama aldol reaction using vinylketene silyl N,O-acetal and (2) syn-selective aldol reaction of enal 5a and ethyl ketone 6 followed by anti-dehydration under Mitsunobu conditions. |
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