Le Goff, Ronan; Martel, Arnaud; Sanselme, Morgane; Lawson, Ata Martin; Daich, Adam; Comesse, Sebastien published an article in 2015, the title of the article was Simple Access to Highly Functional Bicyclic γ- and δ-Lactams: Origins of Chirality Transfer to Contiguous Tertiary/Quaternary Stereocenters Assessed by DFT.COA of Formula: C10H14O3 And the article contains the following content:
This paper describes the synthesis of both polysubstituted oxazolo-pyrrolidinones and -piperidinones by a domino process. The methodol. is based on the reaction between hydroxyl halogenoamides and Michael acceptors, which leads efficiently to bicyclic lactams. The process is compatible with unsym. electron-withdrawing groups on the Michael acceptor, which allows the formation of two contiguous and fully controlled tertiary and quaternary stereocenters. In the case of tetrasubstituted Michael acceptors, two adjacent quaternary stereocenters are formed in good yield. Starting from (R)-phenylglycinol derived amides results in the formation of enantio-enriched bicyclic lactams in low to good yields and with high levels of stereoselectivity, thus greatly increasing the scope and interest of this strategy. The origins of chirality transfer and diastereoselectivity were studied by DFT calculations and have been attributed to a kinetic control in one of the last two steps of the reaction sequence. This selectivity is dependent upon both the substituents on the Michael acceptor and the sodium cation chelation. The experimental process involved the reaction of (Trimethoxymethyl)benzene(cas: 707-07-3).COA of Formula: C10H14O3
The Article related to bicyclic lactam chirality transfer dft m06, dft, bicyclic lactams, diastereoselectivity, domino reactions, quaternary stereocenter, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.COA of Formula: C10H14O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics