A practical synthesis of a hydroxylated sesquiterpene coumarin 10′R-acetoxy-11′-hydroxyumbelliprenin by regioselective dihydroxylation

Yasunao Hattori; Genki Kinami; Kenta Teruya; Kazuto Nosaka; Kazuya Kobayashi; Kenichi Akaji

doi:10.3987/COM-12-12636

A practical synthesis of a hydroxylated sesquiterpene coumarin 10′R-acetoxy-11′-hydroxyumbelliprenin by regioselective dihydroxylation

Yasunao Hattori, Genki Kinami, Kenta Teruya, Kazuto Nosaka, Kazuya Kobayashi, Kenichi Akaji

研究成果: Article › 査読

抄録

A practical synthesis of 10′R-acetoxy-11′-hydroxyumbelliprenin was achieved using regioselective Sharpless asymmetric dihydroxylation as a key reaction, in which the regioselectivity was achieved by using (DHQD) ₂AQN as a ligand instead of the conventional (DHQD)₂PHAL. 10′R-Acetoxy-11′-hydroxyumbelliprenin was synthesized by the coupling of a coumarin unit (umbelliferone) and sesquiterpene unit in 11% overall yield through 5 steps.

本文言語	English
ページ（範囲）	423-428
ページ数	6
ジャーナル	Heterocycles
巻	87
号	2
DOI	https://doi.org/10.3987/COM-12-12636
出版ステータス	Published - 2013
外部発表	はい

ASJC Scopus subject areas

分析化学
薬理学
有機化学

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10.3987/COM-12-12636

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引用スタイル

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abstract = "A practical synthesis of 10′R-acetoxy-11′-hydroxyumbelliprenin was achieved using regioselective Sharpless asymmetric dihydroxylation as a key reaction, in which the regioselectivity was achieved by using (DHQD) 2AQN as a ligand instead of the conventional (DHQD)2PHAL. 10′R-Acetoxy-11′-hydroxyumbelliprenin was synthesized by the coupling of a coumarin unit (umbelliferone) and sesquiterpene unit in 11% overall yield through 5 steps.",

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AU - Teruya, Kenta

AU - Nosaka, Kazuto

AU - Kobayashi, Kazuya

AU - Akaji, Kenichi

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