Alkaline Earth Catalysis of Alkynyl Alcohol Hydroalkoxylation/Cyclization

…, AGM Barrett, MS Hill, PA Procopiou, S Reid

Index: Brinkmann, Christine; Barrett, Anthony G. M.; Reid, Stephanie; Hill, Michael S.; Procopiou, Panayiotis A. Organometallics, 2012 , vol. 31, # 20 p. 7287 - 7297,11

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Citation Number: 21

Abstract

Heavier alkaline earth bis (trimethylsilyl) amides [Ae {N (SiMe3) 2} 2] 2 (Ae= Ca, Sr, Ba) are shown to act as effective precatalysts for the regioselective intramolecular hydroalkoxylation/ cyclization of a wide range of alkynyl and allenyl alcohols. In the majority of cases, cyclization of alkynyl alcohols produces mixtures of the possible endo-and exocyclic enol ether products, rationalized as a consequence of alkynylalkoxide isomerization to the ...