C-Alkylation of Methyl leuco-6-Deoxykermesate by Aldol Reactions and its Application to Synthesis of Carminic Acid
…, KMA Malik, DE Hibbs, MB Hursthouse
Index: Bingham, Steve J.; Tyman, John H. P.; Malik, K. M. A.; Hibbs, David E.; Hursthouse, Michael B. Journal of Chemical Research, Miniprint, 1998 , # 9 p. 2465 - 2496
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Abstract
In a non-aqueous medium in the presence of piperidinium acetate, methyl leuco-6- deoxykermesate reacts in aldol fashion with aldehydes regioselectively to give 6-alkyl products while under aqueous alkaline conditions over a prolonged time, 7-alkyl compounds are selectively formed; the structures of the 6-alkyl series was confirmed by an X- ray crystal structure determination of the 6-methyl member, namely methyl 3, 5, 8- ...
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