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

A peer-reviewed version of this preprint was published in:
Journal of Heterocyclic Chemistry 2022, 59(9), 1616-1625. https://doi.org/10.1002/jhet.4494

Submitted:

16 December 2021

Posted:

21 December 2021

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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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