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Total Synthesis and Structural Assignment of Spongidepsin through a Stereodivergent Ring‐Closing‐Metathesis Strategy
Author(s) -
Chen Jiehao,
Forsyth Craig J.
Publication year - 2004
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.200453663
Subject(s) - ring closing metathesis , diastereomer , closing (real estate) , metathesis , stereochemistry , ring (chemistry) , total synthesis , chemistry , key (lock) , natural product , salt metathesis reaction , computer science , organic chemistry , political science , computer security , law , polymerization , polymer
Eight diastereomeric probes ( 1 ) were generated to synthesize the novel, antiproliferative marine natural product spongidepsin ( 2 ) and to determine its absolute stereochemistry. A key step was the formation of the macrocycle by ring‐closing metathesis.