Di-μ-hydroxy-bis(N,N,N′,N′-tetramethylenediamine)-copper(II) chloride [Cu(OH)·TMEDA]2Cl2: An efficient, practical catalyst for benzylation and allylation of amides

Tetrahedron Letters

Volumn 47, Issue 12, 2006, Pages 2013-2015

  Kumaraswamy, G ^a   Pitchaiah, A ^a   Ramakrishna, G ^a   Ramakrishna, D S ^a   Sadaiah, K ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Cu(OH)TMEDA 2Cl2; Allylation; Amidation; Benzylation; Copper salts

Indexed keywords

AMIDE; AMINO ACID; COPPER CHLORIDE; DIAMINE DERIVATIVE;

ALLYLATION; ARTICLE; BENZYLATION; CATALYSIS; CATALYST; CHEMICAL REACTION KINETICS; MOLECULAR MECHANICS; RACEMIZATION;

EID: 32644470057     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.01.050     Document Type: Article

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13. +), 219 (26%), 181 (10%), 104 (100%), 91 (28%), 77 (70%).
14. 4 complexes at ambient temperature. No trace of product formation was observed.
15. Converting product 5a into the corresponding methyl ester followed by debenzylation ([ α ] D 25 +35.8 (c 1, MeOH)) and comparing with an authentic sample ([ α ] D 25 +37 (c 1, MeOH)) prepared independently confirmed the optical purity. All other substrates optical purity for all the other substrates was assigned by analogy.