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Chimie nouvelle 124

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16<br />

CHIMIE NOUVELLE N° <strong>124</strong> - septembre 2017<br />

Scheme 3. Retrosynthetic analysis<br />

further operations, including a heterogeneous<br />

hydrogenation deliver the saturated product 16.<br />

To complete the sequence, the oxygenated centre<br />

in the position C20 is first transformed into<br />

a halogenated equivalent, setting thereby the<br />

stage for the original reductive fragmentation<br />

that furnishes eventually the entire C15-C30<br />

backbone of the natural product (compound<br />

17). A final dihydroxylation installs the remaining<br />

chiral centres in fragment 18.

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