Protection-, salt-, and metal-free syntheses of [n]-shogaols by use of dimet\hylammonium dimethyl carbamate (DIMCARB) without protecting groups

Synlett

Volumn , Issue 1, 2010, Pages 93-96

  Mase, Nobuyuki ^a   Kitagawa, Norihiko ^a   Takabe, Kunihiko ^a  

^a SHIZUOKA UNIVERSITY   (Japan)

Author keywords

Cross mannich type condensation; Metal free synthesis; Protection free synthesis; Salt free synthesis; Shogaols

Indexed keywords

ACETONE; BENZYLIDENEACETONE; DIMETHYLAMMONIUM DIMETHYLCARBAMATE; HEXANAL; SHOGAOL; SOLVENT; UNCLASSIFIED DRUG; VANILLIN;

ARTICLE; CONTROLLED STUDY; MANNICH REACTION; REDUCTION KINETICS;

EID: 77951669388     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1218389     Document Type: Article

References (22)

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16. 4, filtrated, and solvent removed in vacuo. Purification with column chromatography (silica gel, hexane-EtOAc) gave the enone 13a (77.8 mg, 81%) as a pale yellow solid. Without extraction, the crude reaction mixture could be directly purified by column chromatography in decreasing to 56% chemical yield.
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22. R = 13.575 min.