230637-45-3Relevant articles and documents
Enantioselective Markovnikov Addition of Carbamates to Allylic Alcohols for the Construction of α-Secondary and α-Tertiary Amines
Bahamonde, Ana,Al Rifaie, Buthainah,Martín-Heras, Victor,Allen, Jamie R.,Sigman, Matthew S.
, p. 8708 - 8711 (2019)
Herein we describe the development of a Pd-catalyzed enantioselective Markovnikov addition of carbamates to allylic alcohols for the construction of α-tertiary and α-secondary amines. The reaction affords a range of β-amino alcohols, after reduction of the aldehyde in situ, which contain a variety of functional groups in moderate yields and moderate to good enantioselectivities. These products can be readily oxidized to β-amino acids, valuable building blocks for the synthesis of biologically active compounds. Mechanistic studies indicate that the C-N bond formation occurs via a syn amino-palladation mechanism, an insight which may guide future reaction development given the limited number of enantioselective syntheses of α-tertiary amines.
Ornithine decarboxylase inhibiting branched aminooxy amino alkane derivatives
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, (2008/06/13)
Compounds of formula (I) in which (a) four of the radicals R1, R2, R3, R4, R5 and R6 are hydrogen and the others independently of one another are in each case C1 -C2 alkyl, these groups being bonded to the same carbon atom or to two different carbon atoms, or (b) five of the radicals R1, R2, R3, R4, R5 and R6 are hydrogen and the other radical is C1 -C2 alkyl or hydroxymethyl, or salts thereof, are described. The compounds of formula (I) and their salts are ornithine decarboxylase inhibitors.
