Download PDF
Synlett 2000; 2000(5): 0668-0670
DOI: 10.1055/s-2000-6639
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Mukaiyama Aldol Reaction of 1-Trimethylsilyloxy-1-cyclohexene with Benzaldehyde over Solid Superacids with Preferential Syn Selectivity

Hideo Nakamura* , Hiromi Matsuhashi, Kazushi Arata
  • *Department of Science, Hokkaido University of Education, Hachiman-cho, Hakodate 040-8567, Japan
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The cross aldol reaction of 1-trimethylsilyloxy-1-cyclohexene with benzaldehyde over solid superacids of sulfated metal oxides (SO4/MeOx) and supported metal oxides (Me1Ox/Me2Ox) at 0 °C for 1 h afforded diastereoselectively aldols with preferential syn selectivity over SO4/TiO2, WO3/ZrO2, and WO3/TiO2 and anti selectivity over SO4/ZrO2; SO4/SnO2, SO4/Al2O3, and MoO3/ZrO2 have both products.

Mukaiyama aldol - solid superacids - syn - anti - trimethylsilyloxy-1-cyclohexene

      >