PerspectiveChemistry

A Dash of Proline Makes Things Sweet

+ See all authors and affiliations

Science  17 Sep 2004:
Vol. 305, Issue 5691, pp. 1725-1726
DOI: 10.1126/science.1103026

You are currently viewing the summary.

View Full Text

Via your Institution

Log in through your institution

Log in through your institution


Summary

The special ability of proline to catalyze aldol additions via enamine formation and Brønsted acid activation makes proline a versatile catalyst for enantioselective synthesis. In their Perspective, Sorensen and Sammis discuss the results reported by Northrup and MacMillan, in which proline is used to catalyze the first step of a two-step synthesis of glucose, mannose, and allose. This remarkable stereoselective synthesis uses achiral two-carbon building blocks in the shortest syntheses of these hexoses to date.

Related Content