Concise Syntheses of Violaceoids A and C

The concise syntheses of two alkylated hydroquinone natural products, violaceoids A and C, were accomplished by a protecting-group-free method employing the commercially available 2,5-dihydroxybenzaldehyde as the starting material. The key strategy of the syntheses is the utilization of alkenylboron...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2021/02/01, Vol.69(2), pp.232-235
Hauptverfasser: Narita, Koichi, Kimura, Ryuhei, Satoh, Hiroka, Watanabe, Kazuhiro, Yoshimura, Yuichi
Format: Artikel
Sprache:eng
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Zusammenfassung:The concise syntheses of two alkylated hydroquinone natural products, violaceoids A and C, were accomplished by a protecting-group-free method employing the commercially available 2,5-dihydroxybenzaldehyde as the starting material. The key strategy of the syntheses is the utilization of alkenylboronic acid as both the coupling and temporary protective reagents to efficiently introduce the requisite alkenyl side chain of violaceoid A. Moreover, the synthesis of violaceoid C is reported here for the first time.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.c20-00816