We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones requi...We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones required the use of Sc(OTf_)3. In addition, Sc(OTf)_3 was capable of achieving excellent 1,2-selectivity in the corresponding reaction of α,β-unsaturated ketones. This method provides a facile access to differently substituted β-hydroxy α,α-difluoro ketones, versatile synthons for difluomethylated tertiary alcohols.展开更多
Fluoro-1-phenyl-1-trimethylsiloxyethene reacted efficiently with aldehydes to give a-fluoro -hydroxy ke-tones in HMPA in the presence of Zn powder and CuCl.
Efficient Mukaiyama-type aldol reaction of 1, 2-bis(trimethylsiloxy)cyclobutene with aromatic aldehydes catalyzed by MgI2 is reported. The resulting succinoylation product of aldehyde was converted into the synthetic...Efficient Mukaiyama-type aldol reaction of 1, 2-bis(trimethylsiloxy)cyclobutene with aromatic aldehydes catalyzed by MgI2 is reported. The resulting succinoylation product of aldehyde was converted into the synthetic useful g-lactone and butenolide derivatives.展开更多
基金supported by the National Basic Research Program of China (2015CB856600)the National Natural Science Foundation of China (21472049)
文摘We report a general and highly efficient Mukaiyama-aldol reaction of ketones and difluoroenoxysilanes.While the reaction of aryl ketones worked efficiently in the presence of Bi(OTf)_3, that of aliphatic ketones required the use of Sc(OTf_)3. In addition, Sc(OTf)_3 was capable of achieving excellent 1,2-selectivity in the corresponding reaction of α,β-unsaturated ketones. This method provides a facile access to differently substituted β-hydroxy α,α-difluoro ketones, versatile synthons for difluomethylated tertiary alcohols.
基金the National Natural Science Foundation Of China (Nos. 20272026 and D20032010).
文摘Fluoro-1-phenyl-1-trimethylsiloxyethene reacted efficiently with aldehydes to give a-fluoro -hydroxy ke-tones in HMPA in the presence of Zn powder and CuCl.
基金We are grateful for the financial supports from the National Outstanding Youth Fund (No. 29925204) the Foundation for University Key Teacher by the Ministry of Education of China and a Visiting Fund of the National Laboratory of Applied Organic Chem
文摘Efficient Mukaiyama-type aldol reaction of 1, 2-bis(trimethylsiloxy)cyclobutene with aromatic aldehydes catalyzed by MgI2 is reported. The resulting succinoylation product of aldehyde was converted into the synthetic useful g-lactone and butenolide derivatives.
