Total Synthesis of Sophoraflavanone H and Confirmation of Its Absolute Configuration
Sophoraflavanone H (1) is a polyphenol with a hybrid-type structure containing 2,3-diaryl-2,3-dihydrobenzofuran and flavanone ring moieties. This compound and related analogues are promising leads for antimicrobial and antitumor drug development. Here we describe a total synthesis of 1 and its diast...
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| Veröffentlicht in: | Organic letters 2020-05, Vol.22 (10), p.3820-3824 |
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| container_title | Organic letters |
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| creator | Murakami, Haruka Asakawa, Tomohiro Muramatsu, Yoshihiro Ishikawa, Ryo Hiza, Aiki Tsukaguchi, Yuta Tokumaru, Yohei Egi, Masahiro Inai, Makoto Ouchi, Hitoshi Yoshimura, Fumihiko Taniguchi, Tohru Ishikawa, Yoshinobu Kondo, Mitsuru Kan, Toshiyuki |
| description | Sophoraflavanone H (1) is a polyphenol with a hybrid-type structure containing 2,3-diaryl-2,3-dihydrobenzofuran and flavanone ring moieties. This compound and related analogues are promising leads for antimicrobial and antitumor drug development. Here we describe a total synthesis of 1 and its diastereomer. The dihydrobenzofuran and flavanone rings were constructed by a Rh-catalyzed asymmetric C–H insertion reaction and selective oxy-Michael reaction. The absolute configuration of 1 was established by X-ray crystallographic analysis and CD spectral investigation of synthetic derivatives. |
| doi_str_mv | 10.1021/acs.orglett.0c01063 |
| format | Article |
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| title | Total Synthesis of Sophoraflavanone H and Confirmation of Its Absolute Configuration |
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