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ChemInform Abstract: Diastereoselective Palladium(0)-Catalyzed Azidation of 1-Alkenylcyclopropyl Esters: Asymmetric Synthesis of (-)-(1R,2S)-Norcoronamic Acid.

โœ Scribed by V. ATLAN; S. RACOUCHOT; M. RUBIN; C. BREMER; J. OLLIVIER; A. DE MEIJERE; J. SALAUEN


Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


Diastereoselective

Palladium(0)-Catalyzed Azidation of 1-Alkenylcyclopropyl Esters: Asymmetric Synthesis of (-)-(1R,2S)-Norcoronamic Acid.

-Diastereoselective Pd-catalyzed azidation of cyclopropane derivatives like (V) is used for the preparation of norcoronamic acid (X) with a view to the importance of 1-aminocyclopropanecarboxylic acids for the synthesis of conformationally constrained peptidomimetics with enhanced biological activities.


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Synthesis of (+)-(R)-1-Amino-2,2-difluorocyclopropane-1-carboxylic Acid Through Lipase-Catalyzed Asymmetric Acetylation. -Hydrochloride (VIII) of the title compound is prepared via the asymmetric acetylation of diol (III) as the key step. Several enzymes and conditions are investigated to obtain th