Highlights from the Synthesis of Gibberellins:
Highlights from the Synthesis of Gibberellins:
Highlights from the Synthesis of Gibberellins:
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O<br />
HO 2C<br />
9 : 1 at C4<br />
OC<br />
Me<br />
O<br />
O<br />
O<br />
H<br />
H<br />
H<br />
Me<br />
O–<br />
H<br />
CO 2Me<br />
NaOH<br />
O<br />
OC<br />
21-GA-C18hydroxlation.cdx 2/5/04 11:25 AM<br />
C18 Hydroxylation <strong>of</strong> Gibberellin Skeleton<br />
H<br />
CO 2Me<br />
O<br />
H<br />
H<br />
H<br />
H<br />
CO 2Me<br />
H<br />
AllylOH<br />
DBU<br />
HO<br />
HO<br />
OC<br />
O<br />
O<br />
H<br />
OH<br />
OC<br />
H<br />
CO 2Me<br />
O<br />
H<br />
H<br />
H<br />
RhCl(PPh 3) 3<br />
DABCO<br />
CO 2Me<br />
H<br />
2 : 3 mixture <strong>of</strong><br />
3α and 3β−OH<br />
Thomson, Mander, JCS Perkin I, 2000, 2893.
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