
Tetrahedron Letters p. 49 - 52 (1991)
Update date:2022-08-10
Topics:
Beckwith, Athelstan L. J.
Davison, G. E.
The alkenyloxycarbonyloxy radical (8) derived from trans-hex-2-en-1-ol via the N-hydroxypyridin-2-thione carbonate (4) undergoes fast (kc > 4.0 x 108 s-1 at 80 deg C) cyclization exclusively in the exo mode to give a cyclic radical (9) which is converted into products (6, 7) by diastereoselective SH2 reactions; radicals derived from homoallylic alcohols behave similarly.
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