Work

Total synthesis of (±)-simonsol C using dearomatization as key reaction under acidic conditions

Year: 2025

Type: article

Abstract: The total synthesis of (±)-simonsol C was accomplished using a dearomatization under acidic conditions as key step to construct an aryl-containing quaternary center. The 6/5/6 benzofuran unit was formed through reductive elimination with Zn/AcOH and a spontaneous oxy-Michael addition. This synthesis consists of 8 steps and achieves an overall yield of 13%, making it the shortest known route.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.21.47

Authors: Xiao-Yang Bi, Xiao-Shuai Yang, Shan-Shan Chen, Jia-Jun Sui, Zhao-Nan Cai, Yong-Ming Chuan, Hong-Bo Qin

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

OpenAlex ID: W4408505703

FWCI:

Cites: 16

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Related to: 10