Organic Letters
Organic Letters
5 years ago

Biomimetic-Inspired Syntheses of Myrtucommuacetalone and Myrtucommulone J

Biomimetic-Inspired Syntheses of Myrtucommuacetalone and Myrtucommulone J
Bao Yang, Haibo Tan, Zhifang Xu, Luqiong Huo, Yunfei Yuan, Hongxin Liu, Weimin Zhang, Shengxiang Qiu
Driven by bioinspiration and appreciation of their structures, the first biomimetic total syntheses with structural revision of the acylphloroglucinols myrtucommulone J and myrtucommuacetalone, two biologically meaningful natural products, were achieved through a biosynthetic hemiacetalization/dehydration/[3 + 3]-type cycloaddition domino sequence with high step efficiency. These syntheses result in a corrected structure for myrtucommulone J.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02159

DOI: 10.1021/acs.orglett.7b02159

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