American Chemical Society
ol0608606_si_001.pdf (10.99 MB)

Synthetic Studies on Taxol:  Highly Stereoselective Construction of the Taxol C-Ring via SN2‘ Reduction of an Allylic Phosphonium Salt

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journal contribution
posted on 2006-07-06, 00:00 authored by Masayuki Utsugi, Masayuki Miyano, Masahisa Nakada
The highly stereoselective construction of the C3 stereogenic center of the taxol C-ring is described. The trans isomer at the C3−C8 position of the taxol C-ring, which is required for the total synthesis, as well as its diastereomeric cis isomer were successfully synthesized with highly diastereoselective SN2‘ reduction of the allylic phosphonium salts.