Synthesis of optically active bihelicenols

Daisuke Nakano; Rie Hirano; Masahiko Yamaguchi; Chizuko Kabuto

doi:10.1016/S0040-4039(03)00667-1

Synthesis of optically active bihelicenols

Daisuke Nakano, Rie Hirano, Masahiko Yamaguchi, Chizuko Kabuto

PHA - Molecular Pharmaceutical Science

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

28 Citations (Scopus)

Abstract

All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

Original language	English
Pages (from-to)	3683-3686
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4039(03)00667-1
Publication status	Published - 2003 Apr 28

Keywords

Binaphthol
Helicene
Oxidative coupling

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Synthesis of optically active bihelicenols",

abstract = "All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.",

keywords = "Binaphthol, Helicene, Oxidative coupling",

author = "Daisuke Nakano and Rie Hirano and Masahiko Yamaguchi and Chizuko Kabuto",

year = "2003",

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doi = "10.1016/S0040-4039(03)00667-1",

language = "English",

volume = "44",

pages = "3683--3686",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Synthesis of optically active bihelicenols

AU - Nakano, Daisuke

AU - Hirano, Rie

AU - Yamaguchi, Masahiko

AU - Kabuto, Chizuko

PY - 2003/4/28

Y1 - 2003/4/28

N2 - All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

AB - All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

KW - Binaphthol

KW - Helicene

KW - Oxidative coupling

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U2 - 10.1016/S0040-4039(03)00667-1

DO - 10.1016/S0040-4039(03)00667-1

M3 - Article

AN - SCOPUS:0037471452

VL - 44

SP - 3683

EP - 3686

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 18

ER -