Abstract
Intramolecular Kharasch cyclizations of a variety of functionalized olefinic trichloromethyl substrates are promoted by transition-metal complexes. The regioselectivity of the cyclization is critically dependent upon the structure of the trichloromethyl compound. Thus, trichloromethyl substrate 1 afforded primarily five-membered ring exo closure product 8, as did 5a and 6, yielding mainly trichloro alcohol 12. Similarly trichloroalkene 2 gave primarily the six-membered ring exo closure product 10. Trichloromethyl ketones 7a-e, on the other hand, produced predominantly endo closure products.
Original language | English (US) |
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Pages (from-to) | 1281-1285 |
Number of pages | 5 |
Journal | Journal of Organic Chemistry |
Volume | 55 |
Issue number | 4 |
DOIs | |
State | Published - 1990 |
All Science Journal Classification (ASJC) codes
- Organic Chemistry