Formal Synthesis of (+)-Phomactin A

Junrong Huang; Wenli Bao; Shuangping Huang; Wei Yang; Zhu Lizhi; Guangyan Du; Chi-Sing Lee

doi:10.1021/acs.orglett.8b03242

Formal Synthesis of (+)-Phomactin A

Org Lett. 2018 Dec 7;20(23):7466-7469. doi: 10.1021/acs.orglett.8b03242. Epub 2018 Nov 27.

Authors

Junrong Huang¹, Wenli Bao¹, Shuangping Huang¹, Wei Yang¹, Zhu Lizhi¹, Guangyan Du¹, Chi-Sing Lee^{1

2

3}

Affiliations

¹ Key State Laboratory of Chemical Cancer Genomics , Peking University Shenzhen Graduate School, Shenzhen University Town , Xili, Shenzhen 518055 , China.
² Institute of Research and Continuing Edition (Shenzhen) , Hong Kong Baptist University , Industrialization Complex Building , Shenzhen Virtual University Park, Shenzhen 518000 , China.
³ Department of Chemistry , Hong Kong Baptist University , Kowloon Tong , Hong Kong SAR, China.

PMID: 30480457
DOI: 10.1021/acs.orglett.8b03242

Abstract

A concise formal synthesis of (+)-phomactin A has been achieved. The key features of this synthetic strategy involve a one-pot Prins/Conia-ene cyclization protocol for the construction of the highly functionalized 1-oxadeclin core (AB ring) and a late-stage direct γ-hydroxylation of enone for the installation of the C ring.

Publication types

Research Support, Non-U.S. Gov't