New Chiral Ligands with Nonstereogenic Chirotopic Centers for Asymmetric Synthesis

Pseudo‐C2‐symmetrical ligands have been prepared efficiently: The attachment of the chiral alkyl group to the heteroatom (P or N) through a nonstereogenic, chirotopic carbon center facilitates their synthesis as the configuration at this carbon atom no longer needs to be controlled. Two such ligands...

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Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 37; no. 21; pp. 3014 - 3016
Main Authors Graf, Claus-Dieter, Malan, Christophe, Knochel, Paul
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 16.11.1998
WILEY‐VCH Verlag GmbH
Wiley
Subjects
Alkylations
Asymmetric synthesis
Chemistry
Chemistry, Multidisciplinary
Chiral auxillaries
Chirotopicity
Deprotonation
Physical Sciences
Science & Technology
chiral auxiliaries
BISPHOSPHINE
asymmetric synthesis
chirotopicity
LITHIUM AMIDE
ACIDS
alkylations
ENANTIOSELECTIVE HYDROGENATION
CATALYZED ALLYLIC ALKYLATIONS
deprotonation
Alkylations
Asymmetric synthesis
Chirotopicity
Chiral auxillaries
Deprotonation
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Summary:Pseudo‐C2‐symmetrical ligands have been prepared efficiently: The attachment of the chiral alkyl group to the heteroatom (P or N) through a nonstereogenic, chirotopic carbon center facilitates their synthesis as the configuration at this carbon atom no longer needs to be controlled. Two such ligands were combined, for example, in the base 1, which is especially useful for asymmetric deprotonation of prochiral ketones [Eq. (a)].
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ISSN:1433-7851
1521-3773
DOI:10.1002/(SICI)1521-3773(19981116)37:21<3014::AID-ANIE3014>3.0.CO;2-6