%0 Journal Article
%T Synthesis of (2R,5R)-2-Amino-5-Hydroxyhexanoic Acid by Intramolecular Cycloaddition
%A Tuvia Sheradsky
%A Elliad R. Silcoff
%J Molecules
%D 1998
%I MDPI AG
%R 10.3390/30300080
%X The title compound was synthesized from sorbic acid by an eight step sequence. The key step was the stereospecific intramolecular Diels-Alder reaction of the acylnitroso derivative of N-sorbyl-L-proline (5). L-Proline served as a temporary tether which directed both the stereochemistry and the regiochemistry of the cycloaddition.
%K Intramolecular cycloaddition
%K enantiospecifity
%K proline
%K acylnitroso
%U http://www.mdpi.com/1420-3049/3/3/80