Synthesis of 3-hydroxyindanones via potassium salt of amino acid catalyzed regioselective intramolecular aldolization of ortho-diacylbenzenes

Chanda, Tanmoy ; Chowdhury, Sushobhan ; Anand, Namrata ; Koley, Suvajit ; Gupta, Ashutosh ; Singh, Maya Shankar (2015) Synthesis of 3-hydroxyindanones via potassium salt of amino acid catalyzed regioselective intramolecular aldolization of ortho-diacylbenzenes Tetrahedron Letters, 56 (8). pp. 981-985. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2015.01.077

Related URL: http://dx.doi.org/10.1016/j.tetlet.2015.01.077

Abstract

First organocatalytic intramolecular aldolization of ortho-diacylbenzenes to construct highly functionalized 3-hydroxyindanones is described. In this transformation a high trans-selectivity is achieved by the use of metal salt of amino acid. This method allows an easy access to the strained spirocyclic 3-hydroxyindanones related to a number of natural product frameworks. Synthesis of a new class of indole skeleton substituted by 3-hydroxyindanones added an extra essence to this new protocol.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Amino Acid Metal; Salt Ortho-Diacyl Benzene; Intramolecular-Aldol 3-Hydroxyindanone; Spiroindane.
ID Code:120249
Deposited On:24 Jun 2021 10:57
Last Modified:24 Jun 2021 10:57

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