Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity
Bunte JO, Heilmann EK, Hein B, Mattay J (2004)
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2004(16): 3535-3550.
Zeitschriftenaufsatz
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Autor*in
Bunte, JO;
Heilmann, EK;
Hein, B;
Mattay, JochenUniBi
Abstract / Bemerkung
We have used photoinduced electron transfer (PET) activation of silyl enol ethers for the synthesis of tricyclic hydrocarbons. The mechanism of this reaction was investigated by conducting independent radical-induced cyclizations of corresponding iodo ketones and performing density functional theory (DFT) calculations on the possible intermediates. Our aim was to explain the nature of the reactive intermediate of the cyclization step and to find the causes of the various types of selectivity observed in this process. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Stichworte
density functional calculation;
radical cation;
silyl enol ether;
stereoselectivity;
electron transfer
Erscheinungsjahr
2004
Zeitschriftentitel
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Band
2004
Ausgabe
16
Seite(n)
3535-3550
ISSN
1434-193X
eISSN
1099-0690
Page URI
https://pub.uni-bielefeld.de/record/1606808
Zitieren
Bunte JO, Heilmann EK, Hein B, Mattay J. Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2004;2004(16):3535-3550.
Bunte, J. O., Heilmann, E. K., Hein, B., & Mattay, J. (2004). Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004(16), 3535-3550. https://doi.org/10.1002/ejoc.200400128
Bunte, JO, Heilmann, EK, Hein, B, and Mattay, Jochen. 2004. “Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity”. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2004 (16): 3535-3550.
Bunte, J. O., Heilmann, E. K., Hein, B., and Mattay, J. (2004). Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2004, 3535-3550.
Bunte, J.O., et al., 2004. Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004(16), p 3535-3550.
J.O. Bunte, et al., “Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity”, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2004, 2004, pp. 3535-3550.
Bunte, J.O., Heilmann, E.K., Hein, B., Mattay, J.: Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2004, 3535-3550 (2004).
Bunte, JO, Heilmann, EK, Hein, B, and Mattay, Jochen. “Cyclizations of silyl enol ether radical cations - The cause of the stereoselectivity”. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2004.16 (2004): 3535-3550.
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