- Abstract:
-
A novel approach to heterocyclic enamines has been developed from the formal ring transformation reaction of lactones. The synthesis comprises consecutive Reformatsky reaction of lactones and mesylation of the resulting mixture of ring-chain tautomers in a one-pot reaction, followed by cyclocondensation reaction with primary amines. The synthetic application of this method was demonstrated by a straightforward preparation of indolizidine compounds via N-(3-bromopropyl)-substituted enamine int...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1021/jo026560t
-
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- Journal:
- The Journal of organic chemistry
- Volume:
- 68
- Issue:
- 8
- Pages:
- 3281-3286
- Publication date:
- 2003-04-05
- DOI:
- EISSN:
-
1520-6904
- ISSN:
-
0022-3263
- URN:
-
uuid:a6039f07-7e3c-45b7-971e-502edec98341
- Source identifiers:
-
38577
- Local pid:
- pubs:38577
- Language:
- English
- Copyright date:
- 2003
Journal article
Ring-chain tautomerism in organic synthesis: synthesis of heterocyclic enamines from a novel and practical formal ring transformation reaction of lactones.
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