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Total synthesis of khafrefungin using highly stereoselective vinylogous Mukaiyama aldol reaction
Authors:Shirokawa Shin-ichi  Shinoyama Mariko  Ooi Isao  Hosokawa Seijiro  Nakazaki Atsuo  Kobayashi Susumu
Institution:Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan.
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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