Substituted Cyclopropanols via Sequential Cyclopropanation and Oxidative Hydrolysis of Vinylboronates

Abstract

A scalable, diastereoselective protocol for synthesizing scarce 2-substituted cyclopropanols is presented. Our previous protocol of vinyl boron pinacolates cyclopropanation is adapted for flow conditions. The fundamental understanding of the stability of cyclopropanols under the formation conditions and the impact of the nature of substituents on it is demonstrated.

Supplementary files

Article information

Article type
Communication
Submitted
28 Apr 2025
Accepted
22 May 2025
First published
23 May 2025

Org. Biomol. Chem., 2025, Accepted Manuscript

Substituted Cyclopropanols via Sequential Cyclopropanation and Oxidative Hydrolysis of Vinylboronates

S. I. Shuvakin, O. M. Serhieiev, M. O. Dashko, V. V. Pendiukh, S. P. Ivonin, A. B. Rozhenko, O. Ye. Pashenko, S. V. Ryabukhin, D. M. Volochnyuk and S. V. Shishkina, Org. Biomol. Chem., 2025, Accepted Manuscript , DOI: 10.1039/D5OB00691K

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