Elucidation of Racemization Process of Azaspirene Skeleton in Neutral Aqueous Media

Shun Hirasawa, Ken Mukai, Shinnosuke Sakai, Shinnosuke Wakamori, Takahiro Hasegawa, Kazunori Souma, Nobuhiro Kanomata, Narihito Ogawa, Mamoru Aizawa, Makoto Emoto

研究成果: Article査読

4 被引用数 (Scopus)

抄録

Azaspirene and related congeners, which possess various biological activities, have a unique spirocyclic core structure. However, there are few studies on the chemical properties of (-)-azaspirene, despite the fact that it may provide important insights into unveiling the biosynthetic pathway. Here, we report a nine-step chemical synthesis of an azaspirene analogue with a new finding that the natural (-)-azaspirene skeleton easily racemizes in neutral aqueous media.

本文言語English
ページ(範囲)14457-14464
ページ数8
ジャーナルJournal of Organic Chemistry
83
23
DOI
出版ステータスPublished - 2018 12 7

ASJC Scopus subject areas

  • 有機化学

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