Cp*Ir complex-catalyzed N-heterocyclization of primary amines with diols: A new catalytic system for environmentally benign synthesis of cyclic amines

Organic Letters

Volumn 6, Issue 20, 2004, Pages 3525-3528

  Fujita, Ken Ichi ^a   Fujii, Takeshi ^a   Yamaguchi, Ryohei ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 PHENYLPIPERIDINE; ALCOHOL DERIVATIVE; ALPHA METHYLBENZYLAMINE; AMINE; IRIDIUM; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG; WATER; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS;

ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; TECHNIQUE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ALCOHOLS; AMINES; CATALYSIS; CYCLIZATION; INDICATORS AND REAGENTS; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 6444231812     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048619j     Document Type: Article

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33. 3 as base (Y = 70% with 87% de). However, a slightly better result was obtained with use of KOAc as base.
34. A small extent of racemization of auxiliary 1-phenylethyl group also occurred. This racemization would be probably due to isomerization of imine or iminium intermediate.
35. The absolute configuration of the product was determined by comparison of the optical rotation with the literature data. See the Supporting information.