PDF herunterladen
Synlett 1993; 1993(11): 841-843
DOI: 10.1055/s-1993-22627
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.

Formation of 1,2-Cyclopropanediols in the Reaction of Acylsilanes with Ketone Enolates

Kei Takeda* , Junko Nakatani, Hitoshi Nakamura, Koichi Sako, Eiichi Yoshii, Kentaro Yamaguchi
  • *Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-01, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
19. März 2002 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

The reaction of benzoyl- and crotonylsilanes (5,9) with lithium enolates of methyl ketones produced 1,2-cyclopropanediols (7,10) via Brook rearrangement of the initial 1,2-adduct and subsequent internal aldol reaction. Treatment of 7 with benzaldehyde in the presence of NaN(SiMe3)2 afforded acyclic aldol adduct 12.