科研之友
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摘要
A regioselective Tsuji-Trost reaction of sodium 3-allyltetronate with methyl 5-trimethylsilylpenta-2,4-dienyl carbonate was developed. Carbon-carbon bond formation at the more highly substituted terminus of the pentadienyl residue was possible by introduction of an easy to remove SiMe(3) shielding group at the remote end of the pi-system. This carbonate reacted fast enough to avoid scrambling and formation of symmetric bisallyl tetronic acids. The 3-allyl-3-penta-2,4-dienyltetronic acid thus obtained is a key intermediate en route to the natural spirolactone bakkenolide A.
- 出版日期2009-8-17
