Synthesis 2023; 55(23): 4020-4024
DOI: 10.1055/a-2145-5470
paper

Efficient Syntheses of (S)- and (R)-β-Proline

Shambhu Deo Chandra
,
Ethan W. F. Fung
,
David M. Perrin
Authors acknowledge NSERC for funding grant #RGPIN-2020-05461.


Abstract

A facile, efficient, and economical synthesis of both β-proline enantiomers starting from trans-4-hydroxy-l-proline is reported. Light-promoted radical Barton decarboxylation and nitrile introduction at C4 followed by hydrolysis gives the desired products in high optical purity. These routes should be of interest to those seeking economical access to β-proline for multiple applications.

Supporting Information



Publication History

Received: 15 May 2023

Accepted after revision: 31 July 2023

Accepted Manuscript online:
31 July 2023

Article published online:
14 September 2023

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