Synthesis 1993; 1993(11): 1092-1094
DOI: 10.1055/s-1993-26007
short paper
© 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.

Enantioselective Siloxybutylation of Aldehydes and Ketones by Lewis Acid Mediated Ring Opening of Tetrahydrofuran with Lithiated Hydrazones

Braj B. Lohray* , Dieter Enders
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, D-52074 Aachen, Germany and Division of Organic Chemistry-Synthesis, National Chemical Laboratory, Pune 411 008, India
Further Information

Publication History

Publication Date:
29 April 2002 (online)

α-Siloxybutylated aldehydes and ketones 4 are synthesized in good overall yields and high enantiomeric purities (ee ≥ 95% ; 81%) by trialkylsilyl trifluoromethanesulfonate mediated ring opening of tetrahydrofuran with lithiated SAMP-/RAMP- or SADP-hydrazones.

    >