Axially chiral dicarboxylic acid-catalyzed asymmetric imino aza-enamine reaction/oxidation as a Strecker reaction surrogate

Tetrahedron Asymmetry

Volumn 21, Issue 9-10, 2010, Pages 1187-1188

  Hashimoto, Takuya ^a   Kimura, Hidenori ^a   Maruoka, Keiji ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYANIDE; DICARBOXYLIC ACID; ENAMINE; IMINO AZA ENAMINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; OXIDATION; PRIORITY JOURNAL; STRECKER REACTION;

EID: 77956661105     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2010.04.067     Document Type: Article

References (11)

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9. 4 and concentrated. The residue was then purified by column chromatography on silica gel (eluting with hexane/ethyl acetate = 6:1) to give the Strecker-type product.
10. 3).
11. Determination of the absolute configuration: 3a was treated with 6 N HCl at reflux for 20 h. Removal of water afforded the crude material of (R)-phenylglycine hydrochloride as a white solid { [ α ] D 18 = -94.2 (c 1.0, 1 M HCl)}. The specific rotation was compared with the commercial sample of (R)-phenylglycine { [ α ] D 18 = -149.3 (c 1.0, 1 M HCl)}.