Total synthesis of serofendic acids A and B employing tin-free homoallyl-homoallyl radical rearrangement |
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Authors: | Toyota Masahiro Asano Takeshi Ihara Masataka |
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Institution: | Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan. toyota@c.s.osakafu-u.ac.jp |
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Abstract: | Total syntheses of serofendic acids A (1a) and B (1b) are described. The key strategic element of the approach involves the novel tin-free homoallyl-homoallyl radical rearrangement of 5 for the construction of bicyclo2.2.2]octane ring system 4. In addition, the conversion of methyl atisirenoate 2 to serofendic acids A (1a) and B (1b) was achieved on the basis of the Michael reaction of sodium thiomethoxide.reaction: see text] |
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