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Total Synthesis of Thuggacin B
Author(s) -
Bock Martin,
Dehn Richard,
Kirschning Andreas
Publication year - 2008
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.200803271
Subject(s) - sonogashira coupling , alkyne , total synthesis , aldol reaction , substrate (aquarium) , terminal (telecommunication) , iodide , metathesis , chemistry , coupling reaction , alkene , combinatorial chemistry , stereochemistry , organic chemistry , palladium , catalysis , computer science , telecommunications , oceanography , polymer , polymerization , geology
Final proof of the complete structures of thuggacins A–C was gained by a highly convergent and flexible total synthesis. Notable features include a substrate‐controlled, titanium‐mediated aldol reaction, a cross‐metathesis approach for converting terminal alkenes into the corresponding vinyl iodides, and the cross‐coupling of a complex vinyl iodide and terminal alkyne in the Sonogashira reaction.