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Volumn 71, Issue 17, 2006, Pages 6674-6677

Mandelamide-zinc-catalyzed enantioselective alkyne addition to heteroaromatic aldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CATALYSIS; CATALYST SELECTIVITY; ISOMERIZATION; MOLECULAR STRUCTURE; TITANIUM COMPOUNDS; ZINC;

EID: 33747448891     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0610255     Document Type: Article
Times cited : (42)

References (49)
  • 1
    • 0035263817 scopus 로고    scopus 로고
    • For reviews, see: (a) Pu, L.; Yu, H. B. Chem. Rev. 2001, 101, 757-824.
    • (2001) Chem. Rev. , vol.101 , pp. 757-824
    • Pu, L.1    Yu, H.B.2
  • 3
    • 0242635970 scopus 로고    scopus 로고
    • (c) Pu, L. Tetrahedron 2003, 59, 9873-9886.
    • (2003) Tetrahedron , vol.59 , pp. 9873-9886
    • Pu, L.1
  • 28
  • 44
    • 33747379540 scopus 로고    scopus 로고
    • note
    • 2-Zn (see ref 16). The preformed alkynylzinc reagent may be not basic enough to achieve this deprotonation.
  • 45
    • 33747443585 scopus 로고    scopus 로고
    • note
    • Attempts of addition to N-methyl-2-pyrrolecarbaldehyde gave complex reaction mixtures.
  • 47
    • 33747409511 scopus 로고    scopus 로고
    • note
    • A comparison with the tert-butylacetylene addition products 3ca-3ce was not possible.
  • 48
    • 33747379922 scopus 로고    scopus 로고
    • note
    • The optical rotation signs and HPLC retention times of compounds 3aa, 3ac, and 3ba synthesized here coincide with those reported by Shibashaki in ref 13. In that article, the stereochemistry of 3ac is reported as being R, probably because of a distraction in the application of the CIP rules. However, Shibashaki's product is described as being S in Scifinder.
  • 49
    • 33747386933 scopus 로고    scopus 로고
    • note
    • For a description of the general experimental methods, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.