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

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

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 9 , 2012

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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.

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

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Article Details

Year: 2012
Page: [632 - 638]
Pages: 7
DOI: 10.2174/157017812803521072
Price: $65

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