1044510-86-2Relevant articles and documents
Highly efficient and tunable synthesis of dioxabicyclo[4.2.1] ketals and tetrahydropyrans via gold-catalyzed cycloisomerization of 2-alkynyl-1,5-diols
Liu, Le-Ping,Hammond, Gerald B.
, p. 5090 - 5092 (2009)
A highly efficient gold(l) chloride catalyzed cycloisomerization of 2-alkynyl-1,5-diol (1) to dioxabicyclo[4.2.1] ketal (2) and its further transformation to tetrahydropyran (3) are reported. The diol Is readily obtained by the reduction of 2-alkynyl-subs
Michael addition of allenoates to electron-deficient olefins: Facile synthesis of 2-alkynyl-substituted glutaric acid derivatives
Liu, Le-Ping,Xu, Bo,Hammond, Gerald B.
supporting information; scheme or table, p. 3887 - 3890 (2009/05/31)
(Chemical Equation Presented) A Michael addition of allenoates to electron-deficient olefins was mediated efficiently by a catalytic amount of commercial tetra-n-butylammonium fluoride (TBAF) under mild conditions. And 2-alkynyl substituted glutaric acid derivatives, which may be potential building blocks in organic synthesis, were obtained in good to excellent yields from these reactions. The mechanism for the Michael addition reaction may involve the formation of an alkynylenolate intermediate.
