Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols

Tzvetkov NT, Mattay J (2005)
TETRAHEDRON LETTERS 46(45): 7751-7755.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Tzvetkov, NT; Mattay, JochenUniBi
Abstract / Bemerkung
Bicyclic cyclopentafuranols were formed by photoinitiated radical cyclization of allyl- and propinyloxymethyl substituted cyclopentanones with high regioselectivity. The irradiations were carried out at a wavelength of 300 nm in aprotic solvents such as benzene and acetonitrile. We could also show that reductive photoinduced electron transfer (PET) of the propynyloxymethyl substituted cyclopentanone 5 does not lead to any cyclization. The starting materials were synthesized in good yields following known procedures. (c) 2005 Elsevier Ltd. All rights reserved.
Stichworte
cyclopentanones; photochemistry; H-abstraction; radical cyclization; cyclopentafuranols
Erscheinungsjahr
2005
Zeitschriftentitel
TETRAHEDRON LETTERS
Band
46
Ausgabe
45
Seite(n)
7751-7755
ISSN
0040-4039
Page URI
https://pub.uni-bielefeld.de/record/1601785

Zitieren

Tzvetkov NT, Mattay J. Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols. TETRAHEDRON LETTERS. 2005;46(45):7751-7755.
Tzvetkov, N. T., & Mattay, J. (2005). Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols. TETRAHEDRON LETTERS, 46(45), 7751-7755. https://doi.org/10.1016/j.tetlet.2005.09.040
Tzvetkov, NT, and Mattay, Jochen. 2005. “Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols”. TETRAHEDRON LETTERS 46 (45): 7751-7755.
Tzvetkov, N. T., and Mattay, J. (2005). Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols. TETRAHEDRON LETTERS 46, 7751-7755.
Tzvetkov, N.T., & Mattay, J., 2005. Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols. TETRAHEDRON LETTERS, 46(45), p 7751-7755.
N.T. Tzvetkov and J. Mattay, “Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols”, TETRAHEDRON LETTERS, vol. 46, 2005, pp. 7751-7755.
Tzvetkov, N.T., Mattay, J.: Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols. TETRAHEDRON LETTERS. 46, 7751-7755 (2005).
Tzvetkov, NT, and Mattay, Jochen. “Synthesis and photoinitiated radical cyclization of allyl- and propynyloxymethyl substituted cyclopentanones to tetrahydrocyclopenta[c]furanols”. TETRAHEDRON LETTERS 46.45 (2005): 7751-7755.
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