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A Carbonyl Ylide Cycloaddition Approach to Platensimycin
Author(s) -
Kim Chan Hyuk,
Jang Ki Po,
Choi Soo Young,
Chung Young Keun,
Lee Eun
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.200800568
Subject(s) - cycloaddition , ylide , isopropyl , enantioselective synthesis , chemistry , yield (engineering) , computer science , organic chemistry , combinatorial chemistry , catalysis , materials science , metallurgy
Short and to the point : A formal synthesis of platensimycin has been accomplished by employing a carbonyl ylide [3+2] cycloaddition reaction (see scheme). This short and facile enantioselective synthesis of the pivotal tetracyclic precursor requires 11 steps and proceeds in 20 % overall yield from isopropyl cyanoacetate.