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ChemInform Abstract: Novel Two-Step Stereoselective Synthesis of (E)-Enamines and 1-Amino-1, 3-dienes from Terminal Alkynes.

✍ Scribed by H. DOUCET; C. BRUNEAU; P. H. DIXNEUF


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

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✦ Synopsis


Novel Two-Step Stereoselective Synthesis of (E)-Enamines and 1-Amino-1, 3-dienes from Terminal Alkynes.

-The two-step synthesis of (E)-enamines and 1-amino-1,3-dienes is accomplished by regio-and stereoselective Ru-catalyzed addition of acetic acid to alkynes (I). The resulting acetates react with secondary amines to give the desired products in good yields. Less reactive amines such as (VIII) are added after treatment of the substrate with KCN/MeOH, a sequence which guarantees high yields of products (IX).


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## Highly Efficient Two-Step Synthesis of (Z)-2-Halo-1-iodoalkenes from Terminal Alkynes. -The easily accessible haloalkynes (I) are converted to (Z)-2-halo-1-iodoalkenes (II) in high yields and with excellent regio-and stereoselectivity. The method shows good functional group compatibility. In th