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A first-generati
on strategy f
or c
onstructi
on
of (+)-n
odulisp
oric acids A (
1) and B (
2) is descri
bed. Thestrategy entails uni
on
of the eastern and western hemisphere su
btargets via the ind
ole synthesis pr
ot
oc
oldevel
oped in
our la
borat
ory. Su
bsequent ela
borati
on
of rings E and F, h
owever, revealed the c
onsidera
bleacid insta
bility
of the C(24) hydr
oxyl, there
by preventing further advancement. N
onetheless, preparati
on
of the heptacyclic c
ore
of (+)-n
odulisp
oric acids A and B, the t
otal synthesis
of (+)-n
odulisp
oric acidF, the simplest mem
ber
of the n
odulisp
oric acid family, and ela
borati
on
of the heptacyclic c
ore
of (-)-n
odulisp
oric acid D were achieved.