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Synthesis 1993; 1993(11): 1092-1094
DOI: 10.1055/s-1993-26007
short paper
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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
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Publication Date:
29 April 2002 (online)

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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.