Communication
Deuterium Studies Reveal a New Mechanism for the Formose Reaction Involving Hydride Shifts
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Department of Chemistry, Columbia University, New York, New York 10027, United States
J. Am. Chem. Soc., Article ASAP
DOI: 10.1021/ja410886c
Publication Date (Web): February 27, 2014
Copyright © 2014 American Chemical Society
Abstract
In the formose reaction, formaldehyde is converted to glycolaldehyde, its dimer, under credible prebiotic conditions. Breslow proposed a mechanism for the process in 1959, but recent studies by Benner showed that it was wrong in detail. Our present studies clarify the mechanism, which involves the original Breslow intermediates but some different connecting steps.
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