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Formal Enantioselective Synthesis of Aplykurodinone‐1
Author(s) -
Peixoto Philippe A.,
Jean Alexandre,
Maddaluno Jacques,
De Paolis Michaël
Publication year - 2013
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.201301465
Subject(s) - deoxygenation , enantioselective synthesis , computer science , key (lock) , service (business) , chemistry , combinatorial chemistry , world wide web , organic chemistry , business , catalysis , computer security , marketing
Step economy and simplicity were combined in the asymmetric formal synthesis of aplykurodinone‐1 (see scheme; TBS= tert ‐butyldimethylsilyl). The key features of the strategy involve a one‐pot aerobic and directed oxidation/deoxygenation and a late‐stage controlled epimerization to form the chiral architecture of the molecule.