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ChemInform Abstract: A Convenient Access to N,N-Disubstituted Amides Derived from (1R,3S)-(- )-2,2-Dimethyl-3-formylcyclopropane-1-carboxylic Acid.

✍ Scribed by C. PEROLLIER; J. PECAUT; R. RAMASSEUL; J.-C. MARCHON

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

A Convenient Access to N,N-Disubstituted Amides Derived from (1R,3S)-(-)-2,2-Dimethyl-3-formylcyclopropane-1-carboxylic Acid.

-The enantiopure title amides are obtained in three steps from biocartol (I). Deprotection of the mono-N-substituted amides did not give the expected aldehydes such as (VII), instead they rearrange to a bicyclic lactam form (VI). The dithione-protected N-benzylic amide (Va) is stable in the open form.

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