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Synthesis of Linearly and Angularly Fused Indane-Based Constrained alpha-Amino Acid Derivatives

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Title Synthesis of Linearly and Angularly Fused Indane-Based Constrained alpha-Amino Acid Derivatives
 
Creator KOTHA, S
KRISHNA, NG
MISRA, S
KHEDKAR, P
 
Subject 2+2+2 CYCLOADDITION REACTIONS
OPTICALLY-ACTIVE BENZOCYCLOBUTENE
BORON-TRIFLUORIDE ETHERATE
BUILDING-BLOCK APPROACH
DIELS-ALDER APPROACH
METATHESIS REACTION
CATALYTIC METATHESIS
AROMATIC-COMPOUNDS
SIDE-CHAIN
CHEMISTRY
alpha-amino acids
[2+2+2] cycloaddition
indane-based alpha-amino acid
benzocyclobutene
ethyl isocyanoacetate
diversity-oriented approach
 
Description The benzocyclobutene-based alpha-amino acid derivative, ethyl 5-acetamido-2,4,5,6-tetrahydro-1H-cyclobuta[f] indene-5-carboxylate is synthesized via coupling of a benzocyclobutene-derived dibromide with ethyl isocyanoacetate as the key step, followed by hydrolysis and subsequent acetylation. This methodology is generalized in order to prepare various linearly and angularly fused indane-based alpha-amino acid derivatives.
 
Publisher GEORG THIEME VERLAG KG
 
Date 2012-06-26T09:38:51Z
2012-06-26T09:38:51Z
2011
 
Type Article
 
Identifier SYNTHESIS-STUTTGART,(18)2945-2950
0039-7881
http://dx.doi.org/10.1055/s-0030-1260145
http://dspace.library.iitb.ac.in/jspui/handle/100/14308
 
Language English