Synlett p. 461 - 462 (1997)
Update date:2022-08-03
Topics:
Sugai, Masaharu
Tanino, Keiji
Kuwajima, Isao
A new synthetic method for medium-sized cyclic allenes and acetylenes was developed on the basis of a C-C bond cleavage directed by a silyl group. An enol triflate derived from 6-(silylmethyl)-10-siloxybicyclo[4.4.0]decan-2-one was heated at 150 °C in DMF to afford ten-membered allene in good yield. A cyclodecyne derivative was also prepared from the regioisomeric enol triflate.
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