Regioselective allylation of 1,2-naphthoquinones using photoaddition reaction with allylsilanes: Synthesis of 3-allyl-1,2-naphthoquinones

Citation
A. Takuwa et al., Regioselective allylation of 1,2-naphthoquinones using photoaddition reaction with allylsilanes: Synthesis of 3-allyl-1,2-naphthoquinones, SYNTHESIS-S, (1), 2001, pp. 63-68
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
1
Year of publication
2001
Pages
63 - 68
Database
ISI
SICI code
0039-7881(200101):1<63:RAO1UP>2.0.ZU;2-4
Abstract
The photochemical reaction of 1,2-naphthoquinones with allylsilanes affords [3+2]photocycloadducts. which are converted to 3-allyl-1,2-naphthoquinones in moderate to good overall yields by treatment with boron trifluoride, am monium cerium(IV) nitrate or tetrabutylammonium fluoride.