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Volumn 44, Issue 34, 2005, Pages 5526-5528

Direct Mannich and nitro-Mannich reactions with non-activated imines: AgOTF-catalyzed addition of pronucleophiles to ortho-alkynylaryl aldimines leading to 1,2-dihydroisoquinolines

Author keywords

Imines; Mannich reaction; Nitrogen heterocycles; Pronucleophiles; Synthetic methods

Indexed keywords

ADDITION REACTIONS; CATALYSIS; NITROGEN COMPOUNDS; SILVER COMPOUNDS; STOICHIOMETRY;

EID: 24644476535     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500795     Document Type: Article
Times cited : (224)

References (55)
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    • Although the organocatalytic direct Mannich reaction proceeded well with non-activated imines to afford β-aminocarbonyl compounds, pronucleophiles were limited to aldehydes and ketones; see: a) A. Córdova, Chem. Eur. J. 2004, 10, 1987-1997;
    • (2004) Chem. Eur. J. , vol.10 , pp. 1987-1997
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    • and references therein
    • A Pd-catalyzed isoquinoline synthesis from ortho-alkynylaryl aldimines was reported; see: Q. Huang, R. C. Larock, J. Org. Chem. 2003, 68, 980-988, and references therein.
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    • Recently, we developed a synthetic method for 1,2-dihydroisoquinoline derivatives in the presence of a bis-π-allylpalladium catalyst: M. Ohtaka, H. Nakamura, Y. Yamamoto, Tetrahedron Lett. 2004, 45, 7339-7341.
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    • note
    • 2)-2,6-bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl] pyridine, and AgOTf-(R)-(+)-2,2′-bis(diphenylphosphanyl)-1,1′- binaphthalene. The reaction gave 2 in good yields, but the enantioselectivities were very low (≈1 % ee).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.