3.5 15-Membered Macrocyclic Lactones
3.5.1 Epilachnene
The very salutary example of epilachnene 34 [30], a 15-membered macrolide, once
again reflects the central issue of RCM that neither the control of the newly formed
double bond nor the ability to its proper prediction can be guaranteed definitely
(Scheme 16) (see also Sect. 2.5.1, Scheme 9).
3.6 16-Membered Macrocyclic Lactones
3.6.1 Epothilones
Three RCM-based strategies have been investigated since Danishefsky’s first total
synthesis of epothilone A 39 in 1996 [50], namely, the C9–C10, the C10–C11, and
the C12–C13 double-bond disconnection. As can be seen from the three very early
)
)
Scheme 15 (E)-Selective RCM-based synthesis of (+)-migrastatin, 73
Scheme 16 RCM-based synthesis of epilachnene, 34
384
M. Cordes and M. Kalesse
3.5.1 Epilachnene
The very salutary example of epilachnene 34 [30], a 15-membered macrolide, once
again reflects the central issue of RCM that neither the control of the newly formed
double bond nor the ability to its proper prediction can be guaranteed definitely
(Scheme 16) (see also Sect. 2.5.1, Scheme 9).
3.6 16-Membered Macrocyclic Lactones
3.6.1 Epothilones
Three RCM-based strategies have been investigated since Danishefsky’s first total
synthesis of epothilone A 39 in 1996 [50], namely, the C9–C10, the C10–C11, and
the C12–C13 double-bond disconnection. As can be seen from the three very early
)
)
Scheme 15 (E)-Selective RCM-based synthesis of (+)-migrastatin, 73
Scheme 16 RCM-based synthesis of epilachnene, 34
384
M. Cordes and M. Kalesse