Remote Asymmetric Induction in Free Radical Cycloaddition Leading to Trans-cyclohexano-fused 12-membered Crown Thioethers
Document Type
Article
Language
eng
Publication Date
3-1995
Publisher
Elsevier
Source Publication
Tetrahedron Letters
Source ISSN
0040-4039
Abstract
Homolytic cycloaddition of dithiol 1, derived from trans-1,2-cyclohexanediol, to alkynes induced by Pr3BO2 occurs with 1,6-asymmetric induction to afford predominantly (1S∗, 6R∗, 12S∗)-trans-cyclohexano-fused 12-membered crown thialactones 4a-c. No pronounced diasteroselectivity was found in the corresponding reactions of dithiol 2, derived from cis-1,2-cyclohexanediol.
Homolytic cycloaddition of trans-1,2-bis(mercaptoacetoxy)cyclohexane1 to alkynes 3 occurs with 1,6-asymmetric induction to afford predominantly (1S*, 6R*, 12S*)-trans-cyclohexano-fused" 12-membered crown thialactones
Recommended Citation
Troyansky, Emmanuil I.; Ismagilov, Rustem F.; Strelenko, Yury A.; Samoshin, Vyacheslav V.; Demchuk, Dmitry V.; Nikishin, Gennady I.; Lindeman, Sergey V.; Khrustalyov, Viktor N.; and Struchkov, Yury T., "Remote Asymmetric Induction in Free Radical Cycloaddition Leading to Trans-cyclohexano-fused 12-membered Crown Thioethers" (1995). Chemistry Faculty Research and Publications. 650.
https://epublications.marquette.edu/chem_fac/650
Comments
Tetrahedron Letters, Vol. 36, No. 13 (March 27, 1995): 2293-2294. DOI.
Sergey V. Lindeman was affiliated with A.N.Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Russia at the time of publication.