Synthesis and optical properties of chiral dinaphthofuran possessing two methyl groups in the bay region-Reference-Cited by-同舟云学术

Synthesis and optical properties of chiral dinaphthofuran possessing two methyl groups in the bay region

Published:2024-01-29 Issue:3 Volume:53 Page:
ISSN:0366-7022
Container-title:Chemistry Letters
language:en
Short-container-title:

Author:

Sakai Misato¹,Wakabayashi Sae¹,Hasegawa Koki²,Imayoshi Ayumi¹,Imai Yoshitane²,Sasamori Takahiro³,Tsubaki Kazunori¹

Affiliation:

1. Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , 1-5 Hangi-cho, Shimogamo, Sakyo-ku, Kyoto 606-8522 , Japan

2. Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University , 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502 , Japan

3. Department of Chemistry, Institute of Pure and Applied Sciences, and Tsukuba Research Center for Energy Materials Sciences (TREMS), University of Tsukuba , 1-1-1 Tennodai, Tsukuba , Ibaraki 305-8571, Japan

Abstract

Abstract 8,8′-dimethyl-1,1′-bi-2-naphthol (7) was synthesized by oxidative dimerization of 8-methyl-2-naphthol (6). Camphorsulfonyl chloride was used as a chiral-resolving agent, followed by the synthesis of chiral dimethyl dinaphthofuran 3 by a dehydration reaction between two hydroxy groups without loss of optical purity. The racemization barrier and optical properties of the chiral compound 3 were scrutinized.

Funder

Japan Society for the Promotion of Science

Japan Science and Technology Agency

Publisher

Oxford University Press (OUP)

Link

https://academic.oup.com/chemlett/advance-article-pdf/doi/10.1093/chemle/upae013/56531665/upae013.pdf

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