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Combining the [2,3] sigmatropic rearrangement and ring-closing metathesis strategies for the synthesis of spirocyclic alkaloids. A short and efficient route to (+/-)-perhydrohistrionicotoxin.
Uppsala University.
Uppsala University.
Uppsala University.
1999 (English)In: TETRAHEDRON, Vol. 55, no 5, 1427-1440 p.Other (Other scientific)
Abstract [en]

This paper describes the use of selenium-based [2,3] sigmatropic rearrangement in combination with ruthenium-catalyzed ring-closing metathesis (RCM) for the synthesis of azaspiro ring systems, as exemplified by the reactions of model substrates 5 and 6.

Place, publisher, year, pages
PERGAMON-ELSEVIER SCIENCE LTD , 1999. Vol. 55, no 5, 1427-1440 p.
Keyword [en]
rearrangements; metathesis; spiro compounds; alkaloids; MOLECULAR-FORCE FIELD; N-PHENYLSELENOPHTHALIMIDE; ORGANIC-SYNTHESIS; PHENYL SELENIDES; EPOTHILONE-A; MMFF94; GEOMETRIES; CATALYSTS; COMPONENT; ALCOHOLS
Identifiers
URN: urn:nbn:se:uu:diva-84903OAI: oai:DiVA.org:uu-84903DiVA: diva2:112811
Note
Addresses: Tanner D, Tech Univ Denmark, Dept Organ Chem, Bldg 201, DK-2800 Lyngby, Denmark. Tech Univ Denmark, Dept Organ Chem, DK-2800 Lyngby, Denmark. Uppsala Univ, Dept Organ Chem, S-75121 Uppsala, Sweden.Available from: 2008-10-17 Created: 2008-10-17

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