108793-98-2

Upstream product

• 100020-76-6 (-)-8-phenylmenthyl (2S)-2-hydroxy-4-octenoate 
• 100101-45-9 (2'S)-(4E)-2'-hydroxy-oct-4'-enoic acid (1R,2S,5R)-8-phenylmenthyl ester 
• 592-41-6 1-hexene 
• 84312-20-9 (1R,3R,4S)-8-phenylmenthyl glyoxylate 
• 65253-04-5 (-)-8-phenylmenthol 
• 80595-59-1 bromoacetic acid (-)-8-phenylmenthol ester 
• 104197-95-7 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl nitrooxyacetate 
• 72526-00-2 (-)-8-phenylmenthyl acrylate 

Relevant academic research and scientific papers

ASYMMETRIC INDUCTION IN THE ENE REACTION OF GLYOXYLATE ESTERS OF 8-PHENYLMENTHOL

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

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.