1994 Volume 114 Issue 7 Pages 478-491
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.
