REMOTE ASYMMETRIC INDUCTION IN FREE-RADICAL CYCLOADDITION LEADING TO TRANS-CYCLOHEXANO-FUSED 12-MEMBERED CROWN THIOETHERS

Authors
TROYANSKY EI ISMAGILOV RF STRELENKO YA SAMOSHIN VV DEMCHUK DV NIKISHIN GI LINDEMAN SV KHRUSTALYOV VV STRUCHKOV YT
Citation
Ei. Troyansky et al., REMOTE ASYMMETRIC INDUCTION IN FREE-RADICAL CYCLOADDITION LEADING TO TRANS-CYCLOHEXANO-FUSED 12-MEMBERED CROWN THIOETHERS, Tetrahedron letters, 36(13), 1995, pp. 2293-2294
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
13
Year of publication
1995
Pages
2293 - 2294
Database
ISI
SICI code
0040-4039(1995)36:13<2293:RAIIFC>2.0.ZU;2-U
Abstract
Homolytic cycloaddition of dithiol 1, derived from trans-1,2-cyclohexa nediol, to alkynes induced by Pr3B-O-2 occurs with 1,6-asymmetric indu ction to afford predominantly (1S, 6R*, 12S*)-trans-cyclohexano-fused 12-membered crown thialactones 4a-c. No pronounced diasteroselectivit y was found in the corresponding reactions of dithiol 2, derived from cis-1, 2-cyclohexanediol.