Synthesis of [5]helicenes with a substituent exclusively on the interior side of the helix by metal-catalyzed cycloisomerization

Kosuke Yamamoto; Mieko Okazumi; Hiroshi Suemune; Kazuteru Usui

doi:10.1021/ol400332j

Synthesis of [5]helicenes with a substituent exclusively on the interior side of the helix by metal-catalyzed cycloisomerization

Kosuke Yamamoto, Mieko Okazumi, Hiroshi Suemune, Kazuteru Usui

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

50 Citations (Scopus)

Abstract

[5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.

Original language	English
Pages (from-to)	1806-1809
Number of pages	4
Journal	Organic letters
Volume	15
Issue number	8
DOIs	https://doi.org/10.1021/ol400332j
Publication status	Published - Apr 19 2013

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol400332j

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abstract = "[5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.",

author = "Kosuke Yamamoto and Mieko Okazumi and Hiroshi Suemune and Kazuteru Usui",

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AU - Yamamoto, Kosuke

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AU - Usui, Kazuteru

PY - 2013/4/19

Y1 - 2013/4/19

N2 - [5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.

AB - [5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.

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Synthesis of [5]helicenes with a substituent exclusively on the interior side of the helix by metal-catalyzed cycloisomerization

Abstract

All Science Journal Classification (ASJC) codes

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