Chiral induction in aryl radical cyclization to the aldimino functional group
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 11,p. 966-968
- https://doi.org/10.1039/c39930000966
Abstract
6-endo Cyclization of aryl radicals to carbon of aldimino double bonds (N-5/C-6) in chiral ortho-substituents afforded 1,2,3,4-tetrahydroisoquinolines in yields to 69%, with 58% d.e. and 97% e.e., while 5-exo Cyclization to carbon in isomeric radicals (C-5/N-6 aldimine), leading to indanamines, was highly regioselective and fast, k5-exo= 3.9 × 108s–1 at 80 °C.Keywords
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