Selective CC Bond Cleavage of Quaternary β‐Amino Aldehydes and β‐Amino Ketones by Sodium–Amide‐Induced Grob‐Type Fragmentation | Zendy

Mölm Detlef | Zendy; Risch Nikolaus | Zendy

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Selective CC Bond Cleavage of Quaternary β‐Amino Aldehydes and β‐Amino Ketones by Sodium–Amide‐Induced Grob‐Type Fragmentation

Author(s) -

Mölm Detlef,

Risch Nikolaus

Publication year - 1997

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199719970820

Subject(s) - chemistry , amide , nucleophile , fragmentation (computing) , cleavage (geology) , medicinal chemistry , bond cleavage , yield (engineering) , peptide bond , stereochemistry , carbonyl group , amino acid , organic chemistry , catalysis , biochemistry , materials science , metallurgy , geotechnical engineering , fracture (geology) , computer science , engineering , operating system

Quaternary β‐amino aldehydes and β‐amino ketones are cleaved in a Grob‐type fragmentation induced by nucleophilic attack of NH 2 − on the carbonyl group of 3 , to yield new carbonyl derivatives 4 and alkenes 5 , and unsaturated amides 6 , respectively.

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