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Volumn 53, Issue 37, 2014, Pages 9936-9939

High performance of a palladium phosphinooxazoline catalyst in the asymmetric arylation of cyclic N-sulfonyl ketimines

Author keywords

arylboronic acids; asymmetric arylation; chiral amines; cyclic sulfonyl ketimines; palladium

Indexed keywords

AROMATIC COMPOUNDS; PALLADIUM; PHOSPHORUS COMPOUNDS; CATALYST ACTIVITY; CHEMICAL REACTIONS;

EID: 84906871369     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201406147     Document Type: Article
Times cited : (107)

References (48)
  • 5
    • 84906878843 scopus 로고    scopus 로고
    • For recent examples of the transition-metal-catalyzed asymmetric addition of organometallic reagents to imines, see
    • For recent examples of the transition-metal-catalyzed asymmetric addition of organometallic reagents to imines, see
  • 21
    • 84906878844 scopus 로고    scopus 로고
    • Ring opening of benzosulfamidate with nickel-catalyzed Grignard cross-coupling, see
    • Ring opening of benzosulfamidate with nickel-catalyzed Grignard cross-coupling, see
  • 24
    • 84906878845 scopus 로고    scopus 로고
    • For reviews on the rhodium-catalyzed asymmetric addition of arylboron reagents, see
    • For reviews on the rhodium-catalyzed asymmetric addition of arylboron reagents, see
  • 32
    • 84873624434 scopus 로고    scopus 로고
    • For a review on the palladium-catalyzed asymmetric addition of arylboron reagents, see.
    • For a review on the palladium-catalyzed asymmetric addition of arylboron reagents, see:, Y.-W. Sun, P.-L. Zhu, Q. Xu, M. Shi, RSC Adv. 2013, 3, 3153.
    • (2013) RSC Adv. , vol.3 , pp. 3153
    • Sun, Y.-W.1    Zhu, P.-L.2    Xu, Q.3    Shi, M.4
  • 33
    • 84877072021 scopus 로고    scopus 로고
    • A chiral phosphinooxazoline-palladium complex has been used as a catalyst for the asymmetric addition of arylboronic acids to isatins.
    • A chiral phosphinooxazoline-palladium complex has been used as a catalyst for the asymmetric addition of arylboronic acids to isatins:, Q. Li, P. Wan, S. Wang, Y. Zhuang, L. Lia, Y. Zhou, Y. He, R. Cao, L. Qiu, Z. Zhou, Appl. Catal. A 2013, 458, 201.
    • (2013) Appl. Catal. A , vol.458 , pp. 201
    • Li, Q.1    Wan, P.2    Wang, S.3    Zhuang, Y.4    Lia, L.5    Zhou, Y.6    He, Y.7    Cao, R.8    Qiu, L.9    Zhou, Z.10
  • 40
    • 84906878846 scopus 로고    scopus 로고
    • Cationic bisphosphine-palladium catalysts have been used for the conjugate addition of boron reagents to α,β-unsaturated carbonyl compounds; for reviews, see
    • Cationic bisphosphine-palladium catalysts have been used for the conjugate addition of boron reagents to α,β-unsaturated carbonyl compounds; for reviews, see
  • 43
    • 84872855803 scopus 로고    scopus 로고
    • (Ed.: D. G. Hall), Wiley-VCH, Weinheim, Chap.
    • G. Berthon-Gelloz, T. Hayashi, Boronic Acids, Vol. 1, 2nd ed. (Ed.:, D. G. Hall,), Wiley-VCH, Weinheim, 2011, Chap. 5, pp. 263-313.
    • (2011) Boronic Acids , vol.1 , pp. 263-313
    • Berthon-Gelloz, G.1    Hayashi, T.2
  • 44
    • 84906878847 scopus 로고    scopus 로고
    • 2 to 1 b (R=Me) catalyzed by a chiral pyridyloxazoline-palladium complex in a sealed tube charged with oxygen at 80 C for 48 h gave 58 % yield of the corresponding benzosulfamidate (95 % ee).
    • 2 to 1 b (R=Me) catalyzed by a chiral pyridyloxazoline-palladium complex in a sealed tube charged with oxygen at 80 C for 48 h gave 58 % yield of the corresponding benzosulfamidate (95 % ee).
  • 45
    • 84906878838 scopus 로고    scopus 로고
    • A palladium complex coordinated with chiral pyridinooxazoline ligand was reported to be an efficient catalyst for asymmetric conjugate addition reactions to cyclic enones
    • A palladium complex coordinated with chiral pyridinooxazoline ligand was reported to be an efficient catalyst for asymmetric conjugate addition reactions to cyclic enones
  • 48
    • 84906878839 scopus 로고    scopus 로고
    • The racemization of arylation product 3 ep under the reaction conditions was confirmed experimentally by exposing enantiomerically enriched 3 ep (99.2 % ee) to the reaction conditions of entry 3 in Table 3, which resulted in the complete racemization of 3 ep.
    • The racemization of arylation product 3 ep under the reaction conditions was confirmed experimentally by exposing enantiomerically enriched 3 ep (99.2 % ee) to the reaction conditions of entry 3 in Table 3, which resulted in the complete racemization of 3 ep.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.