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Synlett 1997; 1997(4): 357-358
DOI: 10.1055/s-1997-792
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Selective Alkylation of Ketones with a Bulky Aluminum Reagent-the THF-TBSOTf System

Susumu Saito, Masahiro Ito, Keiji Maruoka, Hisashi Yamamoto*
  • *Graduate School of Engineering, Nagoya University, CREST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-01, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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Various ketones can be alkylated with tetrahydrofuran (THF) to provide α-siloxybutylated ketones in the presence of a bulky aluminum reagent, lithium diisopropylamide (LDA), and t-butyldimethylsilyl triflate (TBSOTf).

ATPH - ketone enolate - TBSOTf - THF - electrophilic alkylation