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Volumn 348, Issue 10-11, 2006, Pages 1161-1164

Catalytic enantioselective conjugate addition of nitromethane to α′-hydroxy enones as surrogates of α,β-unsaturated carboxylic acids and aldehydes

Author keywords

Conjugate addition; Enantioselective; Hydroxy ketones; Michael reaction; Nitromethane

Indexed keywords


EID: 33746774321     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200606076     Document Type: Article
Times cited : (50)

References (39)
  • 29
    • 33746674759 scopus 로고    scopus 로고
    • note
    • Bases tested: triethylamine, diisopropylethylamine, 2,2,4,4- tetramethylpiperidine, and 2,6-di-tert-butylpyridine.
  • 31
    • 33746765426 scopus 로고    scopus 로고
    • note
    • 2 was the exception, affording, after 6 days at -20°C, product of 38% ee (55% conversion).
  • 36
    • 33644645936 scopus 로고    scopus 로고
    • For a recent paper wherein the basic character of molecular sieves is invoked, see: a) B. A. Steinhoff, A. E. King, S. S. Stahl, J. Org. Chem. 2006, 71, 1861-1868;
    • (2006) J. Org. Chem. , vol.71 , pp. 1861-1868
    • Steinhoff, B.A.1    King, A.E.2    Stahl, S.S.3
  • 37
    • 0344044801 scopus 로고
    • for reviews on zeolites and molecular sieves see, for instance: b) M. E. Davis, Acc. Chem. Res. 1993, 26, 111-115;
    • (1993) Acc. Chem. Res. , vol.26 , pp. 111-115
    • Davis, M.E.1
  • 39
    • 33746698709 scopus 로고    scopus 로고
    • note
    • The configuration of adducts 12a and 12h was deduced from comparison with published data (see the Supporting Information for details). Assignments for the remaining adducts were made by analogy. Scission of adducts 11 is equally effective under the above conditions, giving rise to the same compounds 12 and 13 along with cyclohexanone.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.