Iridium-Catalyzed Asymmetric Allylation of Indoles via Kinetic Resolution of 1-Alken-4-yn-3-ols

被引：1

作者：

Sawano, Takahiro ^{[1
]}

Yasumura, Yuki ^{[1
]}

Kuwabara, Kyohei ^{[1
]}

Sugiura, Hikaru ^{[1
]}

Takahashi, Kana ^{[1
]}

Ishikawa, Eri ^{[2
]}

Takeuchi, Ryo ^{[1
]}

机构：

[1] Aoyama Gakuin Univ, Dept Chem & Biol Sci, 5-10-1 Fuchinobe, Chuo Ku, Sagamihara, Kanagawa 2525258, Japan

[2] Chubu Univ, Dept Appl Chem, 1200 Matsumoto Cho, Kasugai 4878501, Japan

来源：

SYNLETT | 2023年 / 34卷 / 20期

关键词：

iridium; asymmetric catalysis; allylation; 1-alken-4-yn-3-ols; indoles; ALLYLIC SUBSTITUTION-REACTIONS; CELL-CYCLE ARREST; PANAX-GINSENG; POLYACETYLENIC ALCOHOL; CYTOTOXICITY; PANAXYTRIOL; ALKYLATION; FALCARINOL; INDUCTION; COMPLEX;

D O I：

10.1055/a-2108-9720

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the iridium-catalyzed asymmetric allylation of indoles via kinetic resolution of 1-alken-4-yn-3-ols to form chiral 1-alken-4-yn-3-ols and branched allylated products with high selectivity. 1Alken-4,6-diyn-3-ol was also found to be suitable for this asymmetric allylation and gave the products in high yield and enantioselectivity. Other nucleophiles such as a malonic ester and a thiol, besides indoles, reacted to give allylated products and 1-alken-4-yn-3-ols with high enantioselectivities.

引用

页码：2491 / 2495

页数：5

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