Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Highly Efficient and Diastereoselective Construction of Substituted Pyrrolidines Bearing A Quaternary Carbon Center via 1,3-Dipolar [3 + 2] Cycloaddition

Version 1 : Received: 16 December 2021 / Approved: 21 December 2021 / Online: 21 December 2021 (08:56:55 CET)

A peer-reviewed article of this Preprint also exists.

Wang, K.; Li, Y.; Shuai, X.; Chen, R.; Sun, A.; Wang, Z. Highly Efficient and Diastereoselective Construction of Substituted Pyrrolidines Bearing a Quaternary Carbon Center via 1,3‐dipolar Cycloaddition. Journal of Heterocyclic Chemistry 2022, 59, 1616–1625, doi:10.1002/jhet.4494. Wang, K.; Li, Y.; Shuai, X.; Chen, R.; Sun, A.; Wang, Z. Highly Efficient and Diastereoselective Construction of Substituted Pyrrolidines Bearing a Quaternary Carbon Center via 1,3‐dipolar Cycloaddition. Journal of Heterocyclic Chemistry 2022, 59, 1616–1625, doi:10.1002/jhet.4494.

Abstract

A general approach to substituted pyrrolidines via [3 + 2] 1,3-dipolar cycloaddition between nonstabilized azomethine ylides and cyanosulfones was developed. The efficient method provides a series of substituted pyrrolidines bearing a quaternary carbon center in high yields (up to 98%) excellent diastereoselectivities (up to >25:1 dr) under ambient reaction conditions.

Keywords

Pyrrolidines; 1,3-dipolar cycloaddition; azomethine ylides; cyanosulfones

Subject

Chemistry and Materials Science, Organic Chemistry

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