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VDM Verlag Dr. Mueller E.K.

Scope and Limitations of the T-Reaction

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Product Code: 9783639032819
ISBN13: 9783639032819
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$85.32
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Scope and Limitations of the T-Reaction

$85.32
$83.05
Sale 3%
 
The quinoline motif is an integral part of a wide variety of bioactive classes of compounds. An increasingly popular entry into tetrahydroquinolines is represented by the T-reaction, i.e. a subtype of the transformations relying on the isomerization-cyclization sequence known as the tert.-amino-effect. The latter was shown to proceed via a most remarkable helical dipolar intermediate generated upon a hydrideshift from an alpha-amino-C-H in tert.-anilines to an unsaturated ortho-substituent, accomplishing C-C-bond formation from a nonactivated NCH-moiety. The tert.-amino-effect was first brought to the attention of the synthetic community in the seminal contribution of O. Meth-Cohn and H. Suschitzky from 1972. Since then, the protocol has progressively evolved into a convergent, economical and yield-efficient preparation of structurally diverse, highly functionalized and pharmacologically valuable heterocycles, bearing stereoselectively introduced centers of chirality.


Author: Constantin Rabong
Publisher: VDM Verlag Dr. Mueller E.K.
Publication Date: May 16, 2008
Number of Pages: 204 pages
Binding: Paperback or Softback
ISBN-10: 3639032810
ISBN-13: 9783639032819
 

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