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Cover Feature: Total Synthesis, Stereochemical Revision, and Biological Assessment of Iriomoteolide‐2a (Chem. Eur. J. 36/2019)
Author(s) -
Sakamoto Keita,
Hakamata Akihiro,
Iwasaki Arihiro,
Suenaga Kiyotake,
Tsuda Masashi,
Fuwa Haruhiko
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901739
Subject(s) - diastereomer , natural product , total synthesis , enantiomer , stereochemistry , chemistry , absolute configuration , cover (algebra) , mechanical engineering , engineering
Total synthesis of the proposed structure of iriomoteolide‐2 a revealed non‐identity with the natural product. Synthesis and detailed NMR spectroscopic analyses of candidate diastereomers enabled correction of the relative configuration of the proposed structure. Chiral HPLC analysis of a synthetic pair of enantiomers with authentic reference finally established the absolute configuration of iriomoteolide‐2 a. Biological assessment of the synthetic compounds was carried out to test the potency of this natural product. More information can be found in the Full Paper by H. Fuwa et al. on page 8528.