Loading...
Please wait, while we are loading the content...
Similar Documents
Efficient stereoselective syntheses of piperidine, pyrrolidine, and indolizidine alkaloids
| Content Provider | Semantic Scholar |
|---|---|
| Author | Enders, Dieter Thiebes, Christoph |
| Copyright Year | 2001 |
| Abstract | Recent advances in the diastereo- and enantioselective synthesis of piperidine, pyrrolidine, and indolizidine alkaloids, based on the highly stereoselective 1,2-addition to the CN double bond of chiral aldehyde-SAMP/RAMP hydrazones, are described. The enantioselective syntheses of the pyrrolidine alkaloids bgugaine and (2S,12¢R)-2-(12¢-aminotridecyl)-pyrrolidine, a defense alkaloid of the Mexican bean beetle are reported. Furthermore, the SAMP/RAMP-hydrazone method was applied to the syntheses of two 5,8-disubstituted indolizidine alkaloids that have been extracted from neotropical poison-dart frogs. The a-alkylation of aldehyde-SAMP/RAMP hydrazones has been used in the enantioselective synthesis of two epimers of stenusine, a 3-substituted piperidine alkaloid and spreading reagent of the beetle Stenus comma. |
| Starting Page | 573 |
| Ending Page | 578 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1351/pac200173030573 |
| Alternate Webpage(s) | https://www.iupac.org/publications/pac/pdf/2001/pdf/7303x0573.pdf |
| Alternate Webpage(s) | https://doi.org/10.1351/pac200173030573 |
| Volume Number | 73 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
