71908-04-8Relevant academic research and scientific papers
Enolboration. 5. An Examination of the Effects of Amine, Solvent, and Other Reaction Parameters on the Stereoselective Enolboration of Ketones with Various Chx2BX Reagents. An Optimized Procedure To Achieve the Stereoselective Synthesis of E Enol Borinate
Ganesan, Kumeraperumal,Brown, Herbert C.
, p. 7162 - 7169 (1993)
The effects of amine, solvent, concentration, temperature and other reaction parameters in controlling the enolate geometry have been systematically investigated in the present study.A 11B NMR study of the interaction of representative tertiary amines of
Diastereoselective Aldol Addition Using Boron Trichloride or Alkoxydichloroborane
Chow, Hak-Fun,Seebach, Dieter
, p. 604 - 614 (2007/10/02)
Under carefully controlled conditions, boron trichloride or alkoxytrichloroborane/ethyldiisopropylamine in CH2Cl2 can be used to effect diastereoselective aldol additions of ethyl ketones to saturated, α,β-unsaturated, or aromatic aldehydes.The C-C bond formation takes place with relative topicity ul ('syn' configuration of the aldols), in selectivities ranging from 90 to 99percent ds (Tables 1-3).Mechanistic aspects of the reaction are discussed.
