B(C6F5)3-catalyzed allylation of propargyl acetates with allylsilanes.
[reaction: see text] An efficient method for the B(C(6)F(5))(3)-catalyzed allylation of secondary propargylic alcohol derivatives with allylsilanes has been developed. This method allows for the facile synthesis of a variety of 1,5-enynes in good to high yields with a number of functionalities, such as nitro, chloro, ester, and boronic ester, being tolerated under the reaction conditions.
Schwier
Todd
T
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
Rubin
Michael
M
Gevorgyan
Vladimir
V
D000478:Alkylation; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D000498:Allyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*
D000480:Alkynes; D000498:Allyl Compounds; D009942:Organometallic Compounds; D020005:Propanols; D012821:Silanes; C028255:propargyl alcohol; D001895:Boron