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Merck
  • New, abridged pathway to Masamune's "southern hemisphere" intermediate for the total synthesis of bryostatin 7.

New, abridged pathway to Masamune's "southern hemisphere" intermediate for the total synthesis of bryostatin 7.

Organic letters (2003-02-14)
Karl J Hale, Mark Frigerio, Soraya Manaviazar
RESUMO

[reaction: see text] The "Southern Hemisphere" intermediate 2, used by Masamune and co-workers for their asymmetric total synthesis of bryostatin 7 (1), has been synthesized from (E)-1,4-hexadiene (11) by a 24-step pathway that has a longest linear sequence of only 20 steps. This is the shortest synthesis of 2 so far recorded, and moreover, it is fully stereocontrolled.

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Sigma-Aldrich
n-Butilítio, 2.5 M in hexanes