128402-77-7

Upstream product

• 128402-75-5 (S)-3-Methyl-2-[2-p-tolylsulfanyl-cyclohex-(Z)-ylideneamino]-butyric acid allyl ester 
• 104871-67-2 (R)-2-(p-tolylsulfinyl)-1-cyclohexanone 
• 106-95-6 allyl bromide 
• 128402-73-3 (S)-3-Phenyl-2-[2-p-tolylsulfanyl-cyclohex-(E)-ylideneamino]-propionic acid allyl ester 
• 128402-76-6 (2S,3S)-3-Methyl-2-[2-p-tolylsulfanyl-cyclohex-(E)-ylideneamino]-pentanoic acid allyl ester 
• 128402-75-5 (S)-3-Methyl-2-[2-p-tolylsulfanyl-cyclohex-(E)-ylideneamino]-butyric acid allyl ester 

Relevant academic research and scientific papers

Free-radical cyclization of enantiomerically enriched 2-p-tolylthio derivatives of 2-allylcyclohexanones with Mn(III): Asymmetric synthesis of bridged bicyclic ketones and thiochroman-3-ones

Mn(III)-based oxidative intramolecular cyclization of enantiomerically enriched 2-allyl-2-(p-tolylsulfonyl)-cyclohexanone 4 and 2-allyl-2-(p- tolylsulfenyl)cyclohexanone 9 are reported. The observed chemoselectivity (reaction on the allylic double bond yielding bridged bicyclic ketones vs. reaction on the aromatic ring of the p-tolyl group affording thiochroman-3- ones) depends on the sulfur function (sulfone or thioether, respectively), which determines the electronic density of the p-tolyl ring and the conformational preferences of the starting compounds. The nature of the substituent at C-2 is related to the endo/exo selectivity of the cyclization as well as the regioselectivity in the formation of the enones. (C) 1999 Published by Elsevier Science Ltd.

The palladium-catalyzed asymmetric α-allylations of carbonyl compounds with chiral allyl esters via enamines and imines

A novel and excellent method for asymmetric α-allylation of carbonyl compounds via their chiral enamines or imines bearing allyl esters has been developed. Readily available chiral allyl esters having chirality at the α- position of the ester carbonyl group, such as (S)-proline and other (S)-α- amino acid allyl esters, have been found to serve as good asymmetric allylating reagents in palladium-catalyzed reactions of the chiral enamines and imines derived from them. The use of (S)-proline or (S)-valine allyl esters as the amino parts in the enamines or imines provided the highest optical yields of the corresponding α-allyl carbonyl compounds. A mechanism for asymmetric induction is proposed based on the stereochemical results obtained.

Palladium-Catalyzed Asymmetric α-Allylations of Carbonyl Compounds via Chiral Imines Derived from Optically Active α-Amino Acid Allyl Esters

Palladium-catalyzed asymmetric allylation of ketones and aldehydes were successfully executed via chiral imines derived from optically active α-amino acid allyl esters.The mechanistic pathway for this asymmetric induction is proposed on the basis of stereochemical results obtained.