ol005646a_si_001.pdf (119.51 kB)
Synthesis of the C22−C26 Tetrahydropyran Segment of Phorboxazole by a Stereoselective Prins Cyclization
journal contribution
posted on 2000-04-12, 00:00 authored by Scott D. Rychnovsky, Christian R. ThomasTetrahydropyran rings are found in many complex natural products, and the segment-coupling Prins cyclization is an effective strategy for
their synthesis. We report a four-step, stereoselective synthesis of the C20−C27 tetrahydropyran segment of phorboxazole. The key step is
a Prins cyclization induced by catalytic BF3·OEt2.