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Alkylative amination of non‐enolizable aldehydes with alkyl (dialkyl‐amino)titanium derivatives Preliminary Communication
Author(s) -
Seebach Dieter,
Schiess Martin
Publication year - 1982
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19820650831
Subject(s) - chemistry , alkyl , amination , group (periodic table) , titanium , carbonyl group , tris , medicinal chemistry , organic chemistry , atom (system on chip) , catalysis , biochemistry , computer science , embedded system
The readily available tris (diethylamino)methyltitanium and related compounds (see 1 in Scheme 2 ) react with non‐enolizable aldehydes to give tertiary amines 2 ; these amines result from direct replacement of the carbonyl O‐atom by an alkyl and an amino group ( Scheme 3 ). A tentative mechanism is proposed, according to which the amino group is transferred to the carbonyl C‐atom prior to the alkyl group ( Scheme 4).