Synthesis of allyl selenides by palladium-catalyzed decarboxylative coupling

This communication details the Pd-catalyzed decarboxylation of selenocarbonates; use of a chiral nonracemic catalyst affords enantioenriched allyl selenides which undergo stereospecific [2,3]- sigmatropic rearrangements to form enantioenriched allylic amines and chlorides.

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Bibliographic Details
Published inChemical communications (Cambridge, England) no. 28; pp. 3311 - 3313
Main Authors Waetzig, Shelli R., Tunge, Jon A.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2008
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
REARRANGEMENT
UNSYMMETRICAL DIORGANYL SELENIDES
ORGANIC-SYNTHESIS
SUBSTITUTION
ASYMMETRIC-SYNTHESIS
KINETIC RESOLUTION
DIPHENYL DISELENIDE
PHENYL SELENIDES
HALOGENATION
SULFUR NUCLEOPHILES
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Summary:This communication details the Pd-catalyzed decarboxylation of selenocarbonates; use of a chiral nonracemic catalyst affords enantioenriched allyl selenides which undergo stereospecific [2,3]- sigmatropic rearrangements to form enantioenriched allylic amines and chlorides.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1359-7345
1364-548X
DOI:10.1039/b806949b