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Orthogonal Syntheses of 3.2.0 Bicycles from Enallenes Promoted by Visible Light.
- Source :
-
Organic letters [Org Lett] 2020 Aug 21; Vol. 22 (16), pp. 6354-6359. Date of Electronic Publication: 2020 Aug 05. - Publication Year :
- 2020
-
Abstract
- Enallenes can be readily converted into two families of 3.2.0 (hetero)bicycles with high diastereoselectivities through the combination of visible light with a suitable Ir(III) complex (1 mol %). Two complementary pathways, namely, a photocycloaddition versus a radical chain, can then take place. Both manifolds grant complete regiocontrol of the allene difunctionalization. This is accompanied by an original 1,3-group shift using sulfonyl allenamides that deliver a congested tetrasubstituted headbridging carbon in the corresponding product.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 22
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 32806183
- Full Text :
- https://doi.org/10.1021/acs.orglett.0c02193