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Volumn 51, Issue 36, 2010, Pages 4742-4745

Comparison of yttrium binaphthylamido alkyl and amide complexes for enantioselective intramolecular hydroamination

Author keywords

Amines; Asymmetric intramolecular hydroamination; Carbon nitrogen bond formation; Catalysis; Pyrrolidines

Indexed keywords

ALKYL GROUP; AMINE; CARBON; NAPHTHALENE DERIVATIVE; NITROGEN; YTTRIUM;

EID: 77955466505     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.07.023     Document Type: Article
Times cited : (19)

References (35)
  • 26
    • 77955470881 scopus 로고    scopus 로고
    • note
    • 1H NMR experiment did not allow to determine whether the THF molecules are coordinated to yttrium or lithium.
  • 27
    • 77955468631 scopus 로고    scopus 로고
    • note
    • 3.5 and the same ligand (see Ref. 16).
  • 30
    • 77955473275 scopus 로고    scopus 로고
    • note
    • As suggested by a referee, the catalytic amount of sterically bulky diisopropylamine ligand should be a much weaker ligand than the substrate (bearing a primary amine) or the cyclised product (bearing a secondary amine).
  • 31
    • 77955470357 scopus 로고    scopus 로고
    • note
    • The authors would like to thank a referee for pointing out that complex 2b is not a LiCl-free complex.
  • 32
    • 77955473376 scopus 로고    scopus 로고
    • note
    • 2, (R)-N,N′-dicyclopentyl-1,1′-binaphthyl-2,2′- diamido ligand and diisopropylamine gives, respectively, the cyclised product 7a and 7b with low enantiomeric excess values. Addition of LiCl/THF during the preparative phase of the catalyst restores the enantiomeric excess values reported with complex 2b.
  • 33
    • 0001103973 scopus 로고
    • For examples of salt coordination during the synthesis of rare-earth complexes: J. Colin, and J.B. van Mechelen Organometallics 10 1991 1704 1709
    • (1991) Organometallics , vol.10 , pp. 1704-1709
    • Colin, J.1    Van Mechelen, J.B.2
  • 35
    • 77955469295 scopus 로고    scopus 로고
    • note
    • As attempts to purify and recrystallise complex 2a were unsuccessful (see Ref. 12), no efforts were engaged to obtain an alkali metal-free complex 2b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.