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Updated: Mar 14, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Design and Synthesis of Orthogonally Protected d- and l-β-Hydroxyenduracididines from d-lyxono-1,4-Lactone
Cheng-Kun Lin1, Chung-Chien Hou1, Yi-Yong Guo1
1Genomics Research Center, Academia Sinica , 128, Section 2, Academia Road, Taipei 11529, Taiwan.
Abstract:
A practical synthesis of the orthogonally protected d- and l-β-hydroxyenduracididines (d- and l-βhEnds), the unique, nonproteinogenic α-amino acids found in mannopeptimycin antibiotics, is described. We appropriately applied d-lyxono-1,4-lactone derivatives as a starting template and investigated two transformations: (i) reduction of the lactone in a two-step sequence and (ii) regioselective ring opening of the benzylidene acetal. By careful evaluation of reaction conditions, multigram amounts of both orthogonally protected d- and l-βhEnds were successfully prepared.
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