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Data from: Total synthesis of lissodendoric acid A via stereospecific trapping of a strained cyclic allene

Data files

Jan 03, 2023 version files 42.43 MB

Abstract

This data set includes FID files for NMR spectra obtained during the course of our study of the total synthesis of lissodendoric acid A. Lissodendoric acid A is manzamine alkaloid, with a complex structure. Our concise total synthesis hinges on the development of a regioselective, diastereoselective, and stereospecific trapping of a fleeting cyclic allene intermediate. This key step swiftly assembles the azadecalin framework of the natural product, allows for a succinct synthetic endgame, and enables a 12-step total synthesis. These studies demonstrate that strained cyclic allenes are versatile building blocks in chemical synthesis.

The data set includes both proton and carbon NMR FID files for all synthetic intermediates. The files may be reused.