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The total synthesis of mono-THF acetogenins, cis-solamin A and B, and reticulatacin, was accomplished starting with muricatacin. The backbone of the mono-THF acetogenins was constructed by olefin cross-metathesis between the tetrahydrofuran moiety and γ-lactone moiety. An enzymatic kinetic transesterification procedure was successfully applied to the synthesis of an optically pure γ-lactone moiety. Notably, cis-THF compounds were obtained without using protective groups. 相似文献
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Meng Wang 《Tetrahedron letters》2005,46(32):5309-5312
A convergent synthesis of pyrrolidine analogues of solamin, which possessed a pyrrolidine in place of the tetrahydrofuran ring, was presented in a facile route from 2,5-trans-bis(methoxycarbonyl)pyrrolidine. The stereochemistry of pyrrolidine core unit was determined by 1H NMR spectroscopic analysis. 相似文献
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Hiroyuki Konno Yasuhiro Okuno Kazuto Nosaka Yoshinari Abe Kenichi Akaji 《Tetrahedron letters》2008,49(5):782-785
Total synthesis of cis-solamin A was accomplished without using protecting groups starting from (−)-muricatacin in 11 steps with an overall yield of 4.5%. The backbone of cis-solamin A was constructed by olefin cross-metathesis between the tetrahydrofuran moiety and γ-lactone moiety. An enzymatic kinetic transesterification procedure was successfully applied to the synthesis of an optically pure γ-lactone moiety. 相似文献
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