A novel domino (4+2)/(4+2)/(3+2) cycloaddition reaction leading to highly functionalized polycyclic nitroso acetals

Tetrahedron Letters

Volumn 44, Issue 27, 2003, Pages 5091-5093

  Van Berkom, Leon W A ^a   Kuster, George J T ^a   Kalmoua, Faysal ^a   De Gelder, René ^a   Scheeren, Hans W ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

Cycloaddition; Domino reaction; High pressure chemistry; Multicomponent reaction; Nitroalkene; Nitroso acetal

Indexed keywords

2 METHOXYBUTA 1,3 DIENE; ACETAL DERIVATIVE; ALKADIENE; NITROSO DERIVATIVE; NITROSTYRENE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ATMOSPHERIC PRESSURE; CHEMICAL REACTION; CYCLOADDITION; STEREOCHEMISTRY;

EID: 0037842768     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01123-7     Document Type: Article

References (9)

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3. Organic Synthesis at High Pressures, 1st ed.; Matsumoto, K.; Acheson, R. M., Eds.; Wiley-Interscience, 1991 High Pressure Chemistry, 1st ed.; van Eldik, R.; Klärner, F.-G., Eds.; Wiley-VCH: Weinheim, 2002.
4. Denmark S.E., Thorarensen A. Chem. Rev. 96:1996;137-165.
5. Denmark S.E., Cottell J.J. J. Org. Chem. 66:2001;4176. and references cited therein.
6. Uittenbogaard R.M., Seerden J.P.G., Scheeren H.W. Tetrahedron. 53:1997;11929-11936.
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8. E.g.: Denmark S.E., Herbert B. J. Org. Chem. 65:2000;2887-2896.
9. Crystallographic data for the structures 13a and 14b have been deposited with the Cambridge Crystallography Data Centre as supplementary publication numbers CCDC 199579 and CCDC 199578, respectively. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: +44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).