The anionic amino-Cope rearrangement of suitably functionalized acyclic 3-amino-l,5-dicnΒ’ substrates has been achieved and we report the first example of an asymmetric anionic amino-Cope rearrangement to yield an enantiomerically enriched product (75% e.e.). The absolute stereochemisU3, of the produ
Asymmetric induction in the Cope rearrangement
β Scribed by Hill, R. K.; Gilman, N. W.
- Book ID
- 120241038
- Publisher
- Royal Society of Chemistry
- Year
- 1967
- Weight
- 147 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0009-241X
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π SIMILAR VOLUMES
The First Example of Asymmetric Induction in an Anionic Amino-Cope Rearrangement. -In continuation of a previous work, the preliminary investigations on the anionic variant of the amino-Cope rearrangement are presented, including the title asymmetric example (R)-(VIII). Starting from the correspond
The allylation of the dienolate derivedfrom the chiral a, p-orfl, ~unsaturated imidefollowed by the Cope rearmngement is shown to effect the net remote symmetric induction to create anew chirality of eitherconfiguration at the yposition in high 70 de. The utility of this qproach is shown in the mymm