Synthesis of alpha-Amino Amides via N,O-Acetals Derived from Weinreb Amides

• An easy and straightforward synthesis of alpha-amino amides via a base-mediated rearrangement of modified Weinreb amides into N,O-acetals is presented. Subsequent arylation, alkylation, alkenylation, or alkynylation of this intermediate affords the corresponding alpha-amino amides in excellent yields. Furthermore, a more generalized protocol for the alpha-arylation of Weinreb amides lacking an alpha-amino moiety is also discussed.

Ämnesord

NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)

NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)

Nyckelord

phase-transfer catalysis; acid-derivatives; enantioselective synthesis; asymmetric-synthesis; efficient synthesis; imino esters; rearrangement; clopidogrel; peptides; glycines

Organic chemistry

Organisk kemi

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