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Cover Picture: Total Synthesis and Complete Stereostructure of a Marine Macrolide Glycoside, (−)‐Lyngbyaloside B (Chem. Eur. J. 20/2016)
Author(s) -
Fuwa Haruhiko,
Yamagata Naoya,
Okuaki Yuta,
Ogata Yuya,
Saito Asami,
Sasaki Makoto
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201601249
Subject(s) - ketene , aldol reaction , natural product , chemistry , stereochemistry , total synthesis , aldol condensation , organic chemistry , catalysis
Structural reassignment : Total synthesis of the proposed and correct structures of (−)‐lyngbyaloside B (see figure), a marine macrolide glycoside, has been achieved. The synthesis entailed an Abiko–Masamune aldol reaction, a vinylogous Mukaiyama aldol reaction, and an acyl ketene macrocyclization to forge the 14‐membered macrolactone. The present work established the complete stereostructure of this natural product in an unambiguous manner. More information can be found in the Full Paper by H. Fuwa et al. on page 6815 ff.