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Natural Product Research
Formerly Natural Product Letters
Volume 33, 2019 - Issue 20
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Research Articles

Synthesis of natural product inulavosin via Ga(OTf)3-Catalyzed Hetero Diels–Alder Dimerization of salicyl alcohol derivative

Pi-Xian GongSchool of Marine Science and Technology, Harbin Institute of Technology, Weihai, P. R. China; View further author information
,
Hui-Jing LiSchool of Marine Science and Technology, Harbin Institute of Technology, Weihai, P. R. China; View further author information
,
Meirong WangSchool of Materials Science and Engineering, Harbin Institute of Technology, Weihai, P. R. China; View further author information
,
Yun-Fei ChengSchool of Marine Science and Technology, Harbin Institute of Technology, Weihai, P. R. China; View further author information
&
Yan-Chao WuSchool of Marine Science and Technology, Harbin Institute of Technology, Weihai, P. R. China; ;Beijing National Laboratory for Molecular Sciences (BNLMS), Institute of Chemistry Chinese Academy of Sciences, Beijing, P. R. ChinaCorrespondence[email protected]
ORCID Iconhttp://orcid.org/0000-0002-0111-7484View further author information
ORCID Icon
Pages 2911-2916 | Received 11 Apr 2018, Accepted 03 Aug 2018, Published online: 08 Oct 2018
 
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Abstract

Inulavosin, a natural melanogenesis inhibitor, has been synthesized smoothly from readily available and inexpensive starting materials by using a Ga(OTf)3-catalyzed room temperature hetero Diels–Alder dimerization of salicyl alcohol derivative and a regioselective phenol monobromination as the key steps.

Graphical Abstract

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

We thank the National Natural Science Foundation of China (21672046, 21372054), and the Fundamental Research Funds for the Central Universities (HIT.NSRIF.201701).

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