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Volumn 97, Issue 3, 1997, Pages 721-737

Lewis acid complexation of tertiary amines and related compounds: A strategy for α-deprotonation and stereocontrol

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EID: 4243828492     PISSN: 00092665     EISSN: None     Source Type: Journal    
DOI: 10.1021/cr950082n     Document Type: Article
Times cited : (138)

References (154)
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    • The term carbanion is used in this review irrespective of the nature of bonding with the counter cation and state of aggregation
    • The term carbanion is used in this review irrespective of the nature of bonding with the counter cation and state of aggregation.
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    • Unpublished results from the laboratory of the authors.
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    • Results with selenium metal were obtained in the laboratory of Dr. K. K. Bhasin of our department.
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    • In our attempts involving reaction of diisopinocamphenylborane complex of pyridine with benzaldehyde, α-lithiation was observed but without asymmetric induction (ref 53). Extensive work on chiral auxiliary based C-C bond-forming reactions of secondary amine derived carbanions has been carried out: Meyer, A. I. in ref 69; p 45. Also use of chiral Lewis acid catalysts in asymmetric synthesis not involving basic conditions is well known, see ref 69 (p 37).
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    • We are thankful to the Editor, Chem. Rev., for providing us a prepublication copy of these communications (refs 77 and 78).
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