TY - JOUR
T1 - Formal total synthesis of (-)-apicularen a by a strategy based on ring-closing metathesis and transannular cyclization
AU - Jung, Young Hee
AU - Kim, Young Ju
AU - Lee, Jieun
AU - Tae, Jinsung
PY - 2007
Y1 - 2007
N2 - A formal synthesis of (-)-apicularen A, a potent antitumor agent with unique biological properties, has been completed in a 15-step sequence starting from a known, enantiomerically pure hydroxyepoxide, which was generated by using the Jacobsen hydrolytic-kinetic-resolution methodology. The 12-membered macrocyclic lactone in the target was constructed by ring-closing metathesis, and the frans-tetrahydropyran ring system was created through the transannular etherification of a hydroxyalkene.
AB - A formal synthesis of (-)-apicularen A, a potent antitumor agent with unique biological properties, has been completed in a 15-step sequence starting from a known, enantiomerically pure hydroxyepoxide, which was generated by using the Jacobsen hydrolytic-kinetic-resolution methodology. The 12-membered macrocyclic lactone in the target was constructed by ring-closing metathesis, and the frans-tetrahydropyran ring system was created through the transannular etherification of a hydroxyalkene.
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U2 - 10.1002/asia.200700024
DO - 10.1002/asia.200700024
M3 - Article
C2 - 17465410
AN - SCOPUS:34250620587
SN - 1861-4728
VL - 2
SP - 656
EP - 661
JO - Chemistry - An Asian Journal
JF - Chemistry - An Asian Journal
IS - 5
ER -