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Rings with 7 or more membersQ 0050 DOI: 10.1002/chin.201102071

Electronic and Steric Control of Regioselectivities in Rh(I)-Catalyzed [5 + 2] Cy-cloadditions: Experiment and Theory. — Bulky and electron-rich alkyne substitu-ents are leading to preferential formation of (2,5)- [cf. (III), (VI), (IX)] and (3,5)-disub-stituted cycloadducts [cf. (XII)], respectively, for the cyclopropanyl substrates (I) and (XI) over the (3,4)- and (2,4)-disubstituted regioisomers. In most of the cases addition of trifluoroethanol as a co-solvent increases the yields and shortens the reaction times. — (LIU, P.; SIROIS, L. E.; CHEONG, P. H.-Y.; YU, Z.-X.; HARTUNG, I. V.; RIECK, H.; WENDER, P. A.; HOUK*, K. N.; J. Am. Chem. Soc. 132 (2010) 29, 10127-10135, http://dx.doi.org/10.1021/ja103253d ; Dep. Chem. Biochem., Univ. Calif., Los Angeles, CA 90095, USA; Eng.) — Y. Steudel

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ChemInform 2011, 42, issue 02 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

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ChemInform 2011, 42, issue 02 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim