Regioselective Aryl Radical Cyclisation. Part 2.1 Synthesis of Octahydro-1H-Dibenzo[a,d]Cycloheptenes Through 7-endo Ring Closure
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
View Archive Info| Field | Value | |
| Title |
Regioselective Aryl Radical Cyclisation. Part 2.1 Synthesis of Octahydro-1H-Dibenzo[a,d]Cycloheptenes Through 7-endo Ring Closure
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| Creator |
Ghosh, Ajit K
Mukhopadhyaya, Jayanta K Ghatak, Usha Ranjan |
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| Subject |
Chemistry
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| Description |
A simple convergent synthesis of trans- and cis-octahydro-1H-dibenzo[a,d]cycloheptenes 15a–c and 16a–c
and 20a–c and 21a–c through implementation of a regioselective 7-endo-trig-aryl radical cyclisation of the
respective 2-(o-bromoarylethyl)-1-methylenecyclohexanes 6a–c and 8a–c with tributyltin hydride is
described. The scope of the 7-endo aryl radical cyclisation has been further demonstrated by the synthesis
of (2SR,4aRS,11aSR)-methyl 1,1-dimethyl-2,3,4,4a,5,10,11,11a-octahydro-1H-dibenzo[a,d]cycloheptene-
2-carboxylate 29.
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| Date |
1997
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/811/1/JOURNAL_OF_THE_CHEMICAL_SOCIETY%2DPERKIN_TRANSACTIONS_1%2C_18%2C_2747%2D2755[27].pdf
Ghosh, Ajit K and Mukhopadhyaya, Jayanta K and Ghatak, Usha Ranjan (1997) Regioselective Aryl Radical Cyclisation. Part 2.1 Synthesis of Octahydro-1H-Dibenzo[a,d]Cycloheptenes Through 7-endo Ring Closure. Journal of Chemical Society Perkin Trans., 1 (18). pp. 2747-2755. |
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| Relation |
http://dx.doi.org/10.1039/A702253K
http://www.eprints.iicb.res.in/811/ |
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