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Issue 19, 2010
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Sequential combination of Michael and acetalization reactions: direct catalytic asymmetric synthesis of functionalized 4-nitromethyl-chromans as drug intermediates

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Abstract

Functionalized chiral 4-nitromethyl-chromans as drug intermediates were achieved for the first time through sequential combination of Michael and acetalization reactions on 2-(2-nitro-vinyl)-phenols with acetone and alcohols in the presence of a catalytic amount of 9-amino-9-deoxyepiquinine and Ph2CHCO2H followed by p-TSA.

Graphical abstract: Sequential combination of Michael and acetalization reactions: direct catalytic asymmetric synthesis of functionalized 4-nitromethyl-chromans as drug intermediates

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Publication details

The article was received on 30 May 2010, accepted on 08 Jul 2010 and first published on 02 Aug 2010


Article type: Communication
DOI: 10.1039/C0OB00189A
Citation: Org. Biomol. Chem., 2010,8, 4259-4265
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    Sequential combination of Michael and acetalization reactions: direct catalytic asymmetric synthesis of functionalized 4-nitromethyl-chromans as drug intermediates

    D. B. Ramachary and R. Sakthidevi, Org. Biomol. Chem., 2010, 8, 4259
    DOI: 10.1039/C0OB00189A

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