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Total Synthesis of Spirastrellolide F Methyl Ester—Part 2: Macrocyclization and Completion of the Synthesis
Author(s) -
Benson Stefan,
Collin MariePierre,
O'Neil Gregory W.,
Ceccon Julien,
Fasching Bernhard,
Fenster Michaël D. B.,
Godbout Cédrickx,
Radkowski Karin,
Goddard Richard,
Fürstner Alois
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906122
Subject(s) - total synthesis , stereochemistry , interim , chemistry , convergent synthesis , geography , archaeology
Marvel of the sea : A concise and highly convergent total synthesis of the methyl ester of the marine macrolide spirastrellolide F (see picture), which has exquisite antimitotic properties, is reported. In this approach, the northern and the southern hemispheres of this intricate target are stitched together in only two consecutive steps (Suzuki coupling, Yamaguchi lactonization) without any interim protecting‐group manipulations.