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Back Cover: Callipeltosides A, B and C: Total Syntheses and Structural Confirmation (Chem. Eur. J. 38/2015)
Author(s) -
Frost James R.,
Pearson Colin M.,
Snaddon Thomas N.,
Booth Richard A.,
Turner Richard M.,
Gold Johan,
Shaw David M.,
Gaunt Matthew J.,
Ley Steven V.
Publication year - 2015
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.201583804
Subject(s) - stereochemistry , total synthesis , sugar , core (optical fiber) , sight , cover (algebra) , chemistry , combinatorics , computer science , mathematics , physics , organic chemistry , engineering , mechanical engineering , telecommunications , astronomy
The synthesis of callipeltosides A, B and C has been achieved in a highly convergent manner. Key to this was the synthesis of the common callipeltoside aglycon by means of an ambitious diastereoselective alkenyl metal addition of the entire bottom fragment to the pyran core, followed by Yamaguchi macrolactonisation. Following this, the endgame was in sight, with each callipeltoside picked off in turn by attachment of the appropriate sugar and unequivocal completion of the series. It’s the bullseye! For more information see the Full Paper by S. V. Ley, J. R. Frost, et al. on page 13261 ff.