A Novel Synthesis of trans-Enynes from Substituted Tetrahydropyrans. -Cleavage of 3-bromo-2-ethynyltetrahydropyrans such as (I) and (V) with BuLi or in situ generated cobaloxime(I) results in a novel method for the synthesis of trans-enynes [cf. (III) and (VI)]. -(KARADOGAN, BURHAN;
A novel synthesis oftrans-enynes from substituted tetrahydropyrans
β Scribed by Burhan Karadogan; Neil Edwards; Philip J. Parsons
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 144 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
A novel method for the synthesis of trans-enynes is described, which relies on a butyllithium induced ring scission of 3-bremo-2-ethynyltetrahydropyrans.
π SIMILAR VOLUMES
A geneml pmcedm for the enantiometic gnthesis of 3-hydmy-2-aQkbuhydm~ benmates with absolute stemxhemical conbvl by using a new intramolecular diartervoselective tydtion of chid hy&vxy-a,w unswd &em is nported In our general program devoted to the total synthesis of bioactive marine natural products
Synthesis of Tetrahydropyrans from Sugar Lactones. -A series of Ξ³-gluco, Ξ³-allo and Ξ΄-altro hexonolactones and their C-2 triflates are synthesized. The possible mode of cyclization of these materials, and in particular the propensity for tetrahydropyran formation, is investigated for each series un