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Formal Total Synthesis of Platencin
Author(s) -
Varseev Georgy N.,
Maier Martin E.
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.200900447
Subject(s) - computer science
The right bicycle : A concise formal synthesis of platencin was based on an efficient oxygen‐mediated palladium‐catalyzed cycloalkenylation of 1 to form a bicyclo[3.2.1]octane, and a deoxygenative rearrangement of tosylhydrazone 2 to construct the bicyclo[2.2.2]octane 3 . The total yield of the core structure 4 of platencin was 17.5 % for 13 steps from a commercially available compound. Ts= p ‐toluenesulfonyl, TBS= tert ‐butyldimethylsilyl, Piv=pivaloyl.
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