Highlights from the Synthesis of Gibberellins:
Highlights from the Synthesis of Gibberellins:
Highlights from the Synthesis of Gibberellins:
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OC<br />
Me<br />
O H<br />
H<br />
CO 2Me<br />
Br OH<br />
H<br />
OC<br />
H<br />
Me<br />
OH<br />
Br<br />
OAc<br />
Br O<br />
CO 2H<br />
19-GA-C12oxidation.cdx 2/5/04 11:32 AM<br />
O<br />
H<br />
H<br />
C12 oxidation <strong>of</strong> Gibberellin Skeleton<br />
Pb(OAc) 4, I 2<br />
OH<br />
H<br />
H<br />
Pb 4+<br />
OC<br />
Me<br />
OC<br />
Me<br />
GA 70 GA69<br />
O<br />
H<br />
O H<br />
H<br />
O<br />
CO 2Me<br />
Br OH<br />
H<br />
CO 2H<br />
H<br />
OH<br />
Zn<br />
–1e –<br />
Br<br />
OAc<br />
Br<br />
OC<br />
Zn, HOAc<br />
Me<br />
O<br />
H<br />
H<br />
O<br />
H<br />
CO 2H<br />
GA 31<br />
OH<br />
OC<br />
Me<br />
OH<br />
O<br />
H<br />
H<br />
H<br />
CO 2Me<br />
OH<br />
OH<br />
OAc
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