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Synthetic studies toward phorboxazole A. Stereoselective synthesis of the C3C19 and C20C32 subunits

✍ Scribed by David R Williams; Michael P Clark; Martin A Berliner

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
250 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

A stereocontrolled synthesis of two fragments comprising the macrocyclic core of Phorboxazole A is described. The C3-C19 bis-pyran segment is prepared utilizing reiterative enantioselective allylations from homochiral aUylstannanes followed by stereoselective cyclizations. The pentasubstituted tetrahydropyran of the C20-C32 fragment is prepared via an intramolecular stereoselective cationic cyclization ofa methoxymethyl ether derivative.

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