100101-45-9Relevant academic research and scientific papers
Synthesis of chiral 4-substituted 2-hydroxypent-4-enoic acid derivatives via diastereoselective ene reaction promoted by ZnBr2
Kwiatkowski, Piotr,Kwiatkowski, Jacek,Majer, Jakub,Jurczak, Janusz
, p. 215 - 223 (2007/10/03)
The diastereoselective carbonyl-ene reaction of various 1,1-disubstituted olefins with the chiral derivatives of glyoxylic acid, with Oppolzer's sultam 1a and 8-phenylmenthol 1b auxiliaries, was studied. The reaction proceeds effectively under undemanding
ASYMMETRIC INDUCTION IN THE ENE REACTION OF GLYOXYLATE ESTERS OF 8-PHENYLMENTHOL
Whitesell, James K.,Bhattacharya, Apurba,Buchanan, Charles M.,Chen, H. H.,Deyo, Don,et al.
, p. 2993 - 3002 (2007/10/02)
We recently communicated (J.K.Whitesell, A.Bhattacharya, D.A.Aguilar and K.Henke, J.Chem.Soc.Chem.Commun. 989 (1982)) a highly efficient and effective method for the control of absolute stereochemistry through asymmetric induction in the ene reaction the chiral glyoxylate 1 with alkenes.We now have accumulated sufficient information on this process in terms of both its mechanistic details as well as its scope and applicability to a variety of situations that warrants a more complete presentation of these reactions.
Asymmetric Induction. Ene Reactions of a Chiral Glyoxylate Ester
Whitesell, James K.,Bhattacharya, Apurba,Aguilar, Daniel A.,Henke, Kevin
, p. 989 - 990 (2007/10/02)
The acid-catalysed reaction of 8-phenylmentol glyoxylate with hex-1-ene and trans-but-2-ene provided the ene reaction products with asymmetric induction levels consistently above 93percent.
