YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
(o-トリメチルシリルベンズアルデヒド)クロム錯体を活用する高立体選択的反応の開発
向 智里花岡 美代次
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ジャーナル フリー

1994 年 114 巻 7 号 p. 478-491

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Treatment of the tricarbonyl (η6-o-trimethylsilylbenzaldehyde) chromium (0) complex with cyclic silyl enol ether species under the Mukaiyama condition resulted in highly stereoselective formation of syn-aldol products, whereas the aldol reaction with O-silyl ketene O, S-acetals afforded the corresponding antiproducts in a highly stereoselective manner. The tricarbonyl (η6-o-trimethylsilylbenzaldehyde) chromium (0) complex has also emerged as an excellent substrate for highly regio-and stereoselective construction of cis-3, 5-isoxazolidine derivatives in the 1, 3-dipolar cycloaddition reaction. By taking advantage of our newly developed aldol reaction, we have succeeded in highly stereocontrolled syntheses of some biologically active compounds such as C-13 side chains of taxol and taxotere, the N-terminal amino acid of nikkomycin B and Bx, and antitumor styryllactones : goniofufurone, goniotriol, and goniothalenol.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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