An expeditious protocol for sesquiterpene-cored functionalized arenes from S-(−)-citronellal

Goel, Atul ; Verma, Deepti (2009) An expeditious protocol for sesquiterpene-cored functionalized arenes from S-(−)-citronellal Tetrahedron Letters, 50 (18). pp. 2086-2089. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2009.02.117

Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.02.117

Abstract

An expeditious straightforward synthesis of sesquiterpene-cored arenes functionalized with electron-withdrawing or electron-donating substituents is described and illustrated by Michael addition of S-(−)-citronellal on functionalized 2H-pyran-2-one in a single step at room temperature. The reaction was further generalized by synthesizing isoprenylated 9,10-dihydrophenanthrene-2-carbonitrile using 5,6-dihydro-2-oxo-4-sec-amino-2H-benzo[h]chromene-3-carbonitriles and S-(−)-citronellal under similar reaction conditions.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Bisabolene; Sesquiterpene; 2H-Pyran-2-ones; Citronellal; Ring Transformation Approach.
ID Code:117937
Deposited On:06 May 2021 09:50
Last Modified:06 May 2021 09:50

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