Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

Chanda, Tanmoy ; Chowdhury, Sushobhan ; Ramulu, B. Janaki ; Koley, Suvajit ; Jones, Raymond C.F. ; Singh, Maya Shankar (2014) Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks Tetrahedron, 70 (12). pp. 2190-2194. ISSN 0040-4020

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Official URL: http://doi.org/10.1016/j.tet.2014.01.059

Related URL: http://dx.doi.org/10.1016/j.tet.2014.01.059

Abstract

An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C–C bonds are discussed

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:119634
Deposited On:15 Jun 2021 11:32
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