Abstract
(Matrix Presented) Lobocyclamide B, a cyclododecapeptide containing five β-hydroxy-α-amino acid residues, was isolated from Lyngbya confervoides. This is the first reported occurrence of γ-hydroxythreonine in a natural peptide. Optically active β-hydroxy-α-amino acids required for configurational analysis of the title compound were prepared using a novel (-)-sparteine-mediated asymmetric aldol addition of N-(diphenylmethylene)glycine tert-butyl ester to aldehydes. The method is general for aliphatic and aryl aldehydes and notable for operational simplicity.
Original language | English (US) |
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Pages (from-to) | 1883-1886 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 4 |
Issue number | 11 |
DOIs | |
State | Published - May 30 2002 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry