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Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps

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Title Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps
 
Creator KOTHA, S
SAIFUDDIN, M
ALI, R
SREEVANI, G
 
Subject SYNTHETIC APPROACH
SYSTEM
REARRANGEMENTS
CYCLOADDITION
DODECAHEDRANE
CHEMISTRY
CATALYSIS
ECONOMY
DESIGN
CUBANE
cage molecules
Diels-Alder reaction
Grignard reaction
ring-closing metathesis
spirocycles
 
Description A simple synthetic strategy to C-2-symmetric bis-spiro-pyrano cage compound 7 involving ring-closing metathesis is reported. The hexacyclic dione 10 was prepared from simple and readily available starting materials such as 1,4-naphthoquinone and cyclopentadiene. The synthesis of an unprecedented octacyclic cage compound through intramolecular Diels-Alder (DA) reaction as a key step is described. The structures of three new cage compounds 7, 12 and 18 were confirmed by single crystal X-ray diffraction studies.
 
Publisher BEILSTEIN-INSTITUT
 
Date 2016-01-15T10:38:17Z
2016-01-15T10:38:17Z
2015
 
Type Article
 
Identifier BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 11,1367-1372
1860-5397
http://dx.doi.org/10.3762/bjoc.11.147
http://dspace.library.iitb.ac.in/jspui/handle/100/18366
 
Language en