2-(N-allylaminomethyl)cinnamaldehydes as substrates for syntheses of aza-polycycles via intramolecular Cycloaddition reactions
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Mishra, Amita
Rastogi, Neeraj Batra, Sanjay |
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| Date |
2012-06-27T10:04:33Z
2012-06-27T10:04:33Z 2012 |
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| Identifier |
Tetrahedron2012, 68(9), 2146–2154
http://hdl.handle.net/123456789/782 |
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| Description |
Syntheses of a variety of aza-polycycles employing 2-(N-allylaminomethyl)cinnamaldehydes derived from Morita-Baylis-Hillman adducts of acrylates via intramolecular 1,3-dipolar cycloaddition, or Aza-Diels-Alder or domino Knoevenagel/hetero Diels–Alder cycloaddition reactions are described. Whereas the Aza-Diels-Alder afforded a mixture of cis- and trans-isomers of substituted 1,2,3,4,4a,5,10,10a-octahydrobenzo[b][1,6]naphthyridines, the 1,3-dipolar cycloaddition and domino Knoevenagel/hetero Diels–Alder were diastereoselective to produce exclusively cis-derivatives of 1,2,3,4,4a,6,7,8,9,9a-decahydro-1H-pyrido[3,4-b]pyrrolizine-8a-carboxylates and 3,4,4a,5,7,8,9,10b-octahydro-1H-chromeno[3,4-c]pyridin-10(2H)-ones, respectively.
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| Format |
343507 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No.8184
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| Subject |
aza-polycycles
2-(N-allylaminomethyl)cinnamaldehydes intramolecular |
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| Title |
2-(N-allylaminomethyl)cinnamaldehydes as substrates for syntheses of aza-polycycles via intramolecular Cycloaddition reactions
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| Type |
Article
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