Asymmetric direct alpha,beta-functionalization of allenes via asymmetric carbopalladation

Asymmetric direct a,p-functionalization of allenes with chiral phosphine ligands was successfully achieved with extremely high enantioselectivity via asymmetric carbopalladation to the racemic allenes. The same palladium-catalyzed alkylation of a chiral allene was executed with complete enantiospeci...

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Published inChemistry letters no. 5; pp. 397 - 398
Main Authors Hiroi, K, Kato, F, Yamagata, A
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 01.05.1998
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Abstract Asymmetric direct a,p-functionalization of allenes with chiral phosphine ligands was successfully achieved with extremely high enantioselectivity via asymmetric carbopalladation to the racemic allenes. The same palladium-catalyzed alkylation of a chiral allene was executed with complete enantiospecificity. The stereochemistry of this reaction was determined and the mechanism of this asymmetric induction is proposed.
AbstractList Asymmetric direct a,p-functionalization of allenes with chiral phosphine ligands was successfully achieved with extremely high enantioselectivity via asymmetric carbopalladation to the racemic allenes. The same palladium-catalyzed alkylation of a chiral allene was executed with complete enantiospecificity. The stereochemistry of this reaction was determined and the mechanism of this asymmetric induction is proposed.
Author Yamagata, A
Kato, F
Hiroi, K
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OLSSON, LI (WOS:A1979JC14200010) 1979; 33
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HIROI K (WOS:000074079700010.1) 1996; 43
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Noyori, R (WOS:A1996UK78100011) 1996; 50
COHEN, SG (WOS:A1968B287200036) 1968; 90
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Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
Title Asymmetric direct alpha,beta-functionalization of allenes via asymmetric carbopalladation
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