Citation: Wu Jiang-Feng, Huang Pei-Qiang. Concise, enantioselective total syntheses of both the proposed and revised structures of (-)-versiquinazoline H[J]. Chinese Chemical Letters, ;2020, 31(1): 61-63. doi: 10.1016/j.cclet.2019.06.043 shu

Concise, enantioselective total syntheses of both the proposed and revised structures of (-)-versiquinazoline H

Wu Jiang-Feng ,
Huang Pei-Qiang ^*

Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China

pqhuang@xmu.edu.cn

Received Date: 22 May 2019
Revised Date: 15 June 2019
Accepted Date: 3 July 2019
Available Online: 3 January 2019

Figures(3)

The enantioselective total synthesis of the putative structure of versiquinazoline H and three diastereomers has been achieved, which allowed the revision of the stereochemistry of this natural product. This six-step total synthesis relied on the evolution of the strategy that we previously developed, which features a DMDO-triggered tandem reaction. The modification of the lactamization step resulted in a significant improvement of yield that ensured the efficient total synthesis.
- Alkaloids,
- Total synthesis,
- Tandem reaction,
- Structural revision,
- Protecting group-free
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