Role of Bent Acyclic Allene Gold Complexes in Axis-to-Center Chirality Transfers

Activation of allenes toward nucleophilic attack by gold complexes ([Au], see scheme) often proceeds with axis‐to‐center chirality transfer. The stereochemical information is shown to be maintained in not only η2 allene complexes, but also in bent η1 allene complexes.

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Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 47; no. 39; pp. 7534 - 7538
Main Authors Gandon, Vincent, Lemière, Gilles, Hours, Alexandra, Fensterbank, Louis, Malacria, Max
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 15.09.2008
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
allenes
Chemistry
Chemistry, Multidisciplinary
cycloisomerization
density functional calculations
gold
homogeneous catalysis
Physical Sciences
Science & Technology
CATALYZED CYCLOISOMERIZATION
ACTIVATION
ALPHA-HYDROXYALLENES
PLATINUM
HYDROAMINATION
OPPORTUNITIES
ENYNYL ACETATES
REARRANGEMENTS
AU(I)-CATALYZED TANDEM
gold
allenes
density functional calculations
homogeneous catalysis
CYCLIZATION
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Summary:Activation of allenes toward nucleophilic attack by gold complexes ([Au], see scheme) often proceeds with axis‐to‐center chirality transfer. The stereochemical information is shown to be maintained in not only η2 allene complexes, but also in bent η1 allene complexes.
Bibliography:http://dx.doi.org/10.1002/anie.200802332
ark:/67375/WNG-3L046JTG-2
CNRS
CRIHAN - No. 2006-013
istex:0A76FFA7D5497D54B7DD5DB77DD0191888E8B50D
ArticleID:ANIE200802332
MRES
ANR BLAN - No. 06-2_159258
IUF
We are grateful to the CNRS, MRES, IUF, and ANR BLAN 06-2_159258 for financial support of this work, and to the CRIHAN, Plan Interrégional du Bassin Parisien (project 2006-013), for the use of the computing facilities. We thank Prof. F. McDonald (Emory University) for helpful suggestions on propargyl alcohol resolution, and Dr. N. Goasdoue (UPMC) for circular dichroism measurements.
We are grateful to the CNRS, MRES, IUF, and ANR BLAN 06‐2_159258 for financial support of this work, and to the CRIHAN, Plan Interrégional du Bassin Parisien (project 2006‐013), for the use of the computing facilities. We thank Prof. F. McDonald (Emory University) for helpful suggestions on propargyl alcohol resolution, and Dr. N. Goasdoue (UPMC) for circular dichroism measurements.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200802332