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Diversity-oriented approach to novel spirocycles via 1,2,4,5-tetrakis(bromomethyl)benzene under operationally simple reaction conditions

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Title Diversity-oriented approach to novel spirocycles via 1,2,4,5-tetrakis(bromomethyl)benzene under operationally simple reaction conditions
 
Creator KOTHA, S
ALI, R
 
Subject AMINO-ACID DERIVATIVES
DIELS-ALDER REACTION
RING-CLOSING METATHESIS
CONSTRAINED PHENYLALANINE DERIVATIVES
ENANTIOSELECTIVE TOTAL-SYNTHESIS
2+2+2 CYCLOADDITION STRATEGY
SYNTHETIC APPLICATIONS
OLEFIN METATHESIS
ORGANIC-SYNTHESIS
FREDERICAMYCIN-A
Alkylation
Active methylene compounds
1,2,4,5-Tetrakis(bromomethyl)benzene
Spirocycles
Spiro-alpha-amino acids
Spirosulfones
 
Description Here, we have established a simple and an efficient methodology for the synthesis of spirocyclic alpha-amino acids as well as spirosulfones starting with readily available active methylene compounds (AMCs). The key di-bromo building blocks were assembled by reacting various active methylene compounds with 1,2,4,5-tetrakis(bromomethyl)benzene in one step. We have also expanded this strategy to generate a variety of bis-spirocycles by treating the di-bromo intermediates with different AMCs under operationally simple reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2016-01-15T05:53:01Z
2016-01-15T05:53:01Z
2015
 
Type Article
 
Identifier TETRAHEDRON, 71(38)6944-6955
0040-4020
http://dx.doi.org/10.1016/j.tet.2015.07.008
http://dspace.library.iitb.ac.in/jspui/handle/100/17863
 
Language en