Asymmetric Induction via Metalation of Succinic Esters and Amide Using S(+) Menthol and R(+) 1-Phenylethylamine as Chiral Auxiliaries

Title:Asymmetric Induction via Metalation of Succinic Esters and Amide Using S(+) Menthol and R(+) 1-Phenylethylamine as Chiral Auxiliaries

Volume: 9 Issue: 9

Author(s): Auj e Sana, Sher W. Khan, Nida Ambreen, Muhammad Arfan, Javid H. Zaidi, Khalid M. Khan, Shahnaz Perveen and Ghulam A. Miana

Affiliation:

Keywords: Asymmetric induction, chiral, chiral amide, chiral auxiliary, chiral esters, metalation, succinic acid, food additives, four-carbon compound, diastereo-selection

Abstract: The synthesis of chiral esters and amides with the involvement of asymmetric induction by using pure chiral auxiliaries such as (1S, 2R, 5R) menthol and L-(+)-1-phenylethylamine is described. The chiral mono, di menthol esters and mono amides of succinic acid were synthesized in good yields. These esters and amides were then subjected to metalation and quenched with different alkyl halides to get α substitution to generate a new chiral center.

Cite this article as:

e Sana Auj, W. Khan Sher, Ambreen Nida, Arfan Muhammad, H. Zaidi Javid, M. Khan Khalid, Perveen Shahnaz and A. Miana Ghulam, Asymmetric Induction via Metalation of Succinic Esters and Amide Using S(+) Menthol and R(+) 1-Phenylethylamine as Chiral Auxiliaries, Letters in Organic Chemistry 2012; 9 (9) . https://dx.doi.org/10.2174/157017812803521072