Journal article
Asymmetric synthesis of (-)-(1R,7aS)-absouline
- Abstract:
-
The most efficient and concise asymmetric synthesis of (-)-(1R,7aS)- absouline to date, which was accomplished in eight steps and 20% overall yield from commercially available starting materials, is described. The doubly diastereoselective conjugate addition of lithium (S)-N-benzyl-N-(α- methylbenzyl)-amide to an enantiopure α,β-unsaturated ester derived from l-proline was employed as the key step. Subsequent hydrogenolytic N-debenzylation and acid-promoted cyclisation of the resultant β-amin...
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Bibliographic Details
- Journal:
- Tetrahedron
- Volume:
- 69
- Issue:
- 4
- Pages:
- 1369-1377
- Publication date:
- 2013-01-28
- DOI:
- EISSN:
-
1464-5416
- ISSN:
-
0040-4020
Item Description
- Pubs id:
-
pubs:377364
- UUID:
-
uuid:6aeb15a2-fc64-464d-89e4-28417041aa84
- Local pid:
- pubs:377364
- Source identifiers:
-
377364
- Deposit date:
- 2013-11-17
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- Copyright date:
- 2013
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