Synthesis of the C(1)-C(18) segment of lophotoxin and pukalide. Control of 2-alkenylfuran (E/Z)-configuration |
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| Authors: | Wipf Peter Soth Michael J |
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| Institution: | Department of Chemistry, University of Pittsburgh, Pennsylvania 15260, USA. pwipf+@pitt.edu |
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| Abstract: | reaction: see text] The convergent synthesis of the fully functionalized C(1)-C(18) segment 24 of the furanocembranes lophotoxin and pukalide was accomplished in 11 steps and 10% overall yield. The key step was a stereoselective conversion of alkynoate 21 to trimethylsilyl 2-alkenylfuran 22. |
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