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Intramolecular Diels-Alder Reaction with Furan-Diene: Syntheses of Gibberellins (+)-GA1 and (+)-GA3
| Content Provider | Scilit |
|---|---|
| Author | Nuyttens, Frank Hoflack, Jan Appendino, Giovanni |
| Editor | Clercq, Pierre J. De |
| Copyright Year | 1995 |
| Description | Total syntheses of $GA_{1}$ and $GA_{3}$ are described featuring the use of an intramolecular Diels-Alder reaction involving furan-diene for the construction of the tetracyclic kaurenoid skeleton, with the appropriate stereochemistry in the adduct for the selective transformation into gibberellins possessing a β-oriented 3-OH group. The synthesis further proceeds via contraction of the central B-ring to the required 5-membered ring size and requires the use of a relay intermediate for eventual completion. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-1995-4843.pdf |
| Ending Page | 107 |
| Page Count | 3 |
| Starting Page | 105 |
| ISSN | 09365214 |
| e-ISSN | 14372096 |
| DOI | 10.1055/s-1995-4843 |
| Journal | Synlett |
| Issue Number | 01 |
| Volume Number | 1995 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 1995-01-01 |
| Access Restriction | Open |
| Subject Keyword | Organic Chemistry |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |