Short, Scalable Access to Pyrrovobasine

Longhui Yu; Hugh Nakamura

doi:10.1021/jacsau.3c00595

Short, Scalable Access to Pyrrovobasine

JACS Au. 2023 Nov 9;3(11):3000-3004. doi: 10.1021/jacsau.3c00595. eCollection 2023 Nov 27.

Authors

Longhui Yu¹, Hugh Nakamura¹

Affiliation

¹ Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong 999077, China.

Abstract

A concise gram-scale synthesis of pyrrovobasine (1) is reported. Key transformations include a three-step decagram-scale synthesis of the tetracyclic compound, Mn-mediated direct radical cyclization, and the introduction of a naturally rare pyrraline structure. The synthesis is designed to be applicable to gram-scale synthesis using inexpensive and readily available reagents.