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Volumn 29, Issue 7, 1999, Pages 1097-1106

Manganese-promoted, titanocene-catalyzed stereoselective pinacol coupling of aldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; MANGANESE; TITANOCENE;

EID: 0033040558     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908086078     Document Type: Article
Times cited : (48)

References (29)
  • 1
    • 0001605152 scopus 로고
    • Pinacol coupling reactions, chap. 2.6
    • B.M. Trost, ed. Pergamon Press, London
    • Review: G.M. Robertson in "Pinacol Coupling Reactions", chap. 2.6 of vol. 3, Comprehensive Organic Synthesis, 1991, B.M. Trost, ed. Pergamon Press, London.
    • (1991) Comprehensive Organic Synthesis , vol.3
    • Robertson, G.M.1
  • 16
    • 85038172599 scopus 로고    scopus 로고
    • note
    • Stereochemistry was assigned by hydrolysis to dl/meso hydrobenzoin and comparison with authentic commercial samples.
  • 17
    • 85038180273 scopus 로고    scopus 로고
    • note
    • 2 (ref. 7a) depends markedly on the source of Zn because competing direct Zn-induced coupling (ref. 12) which occurs with little stereoselectivity.
  • 19
    • 0024832315 scopus 로고
    • a) Mn has been receiving increasing attention as a selective reducing agent; see e.g. Cahiez, G.; Chavant, P.-Y. Tetrahedron Lett. 1989, 30, 7373;
    • (1989) Tetrahedron Lett. , vol.30 , pp. 7373
    • Cahiez, G.1    Chavant, P.-Y.2
  • 20
    • 0001461066 scopus 로고
    • Hiyama, T.; Obayashi, M.; Makamura, A. Organometallics, 1982, 1, 1249; Furstner, A.; Brunner, H. Tetrahedron Lett. 1996, 37, 7009; Ueda, T.; Ikeda, N.; Moriwake, T. J. Org. Chem. 1996, 61, 7990.
    • (1982) Organometallics , vol.1 , pp. 1249
    • Hiyama, T.1    Obayashi, M.2    Makamura, A.3
  • 21
    • 0030599259 scopus 로고    scopus 로고
    • Hiyama, T.; Obayashi, M.; Makamura, A. Organometallics, 1982, 1, 1249; Furstner, A.; Brunner, H. Tetrahedron Lett. 1996, 37, 7009; Ueda, T.; Ikeda, N.; Moriwake, T. J. Org. Chem. 1996, 61, 7990.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 7009
    • Furstner, A.1    Brunner, H.2
  • 22
    • 0344148437 scopus 로고    scopus 로고
    • Hiyama, T.; Obayashi, M.; Makamura, A. Organometallics, 1982, 1, 1249; Furstner, A.; Brunner, H. Tetrahedron Lett. 1996, 37, 7009; Ueda, T.; Ikeda, N.; Moriwake, T. J. Org. Chem. 1996, 61, 7990.
    • (1996) J. Org. Chem. , vol.61 , pp. 7990
    • Ueda, T.1    Ikeda, N.2    Moriwake, T.3
  • 24
    • 0001559960 scopus 로고    scopus 로고
    • Although no reaction between cyclohexanecarboxaldehyde and Mn/TMSCl/THF was detected after several hours at 20°C, Mn has been reported to pinacolize aromatic aldehydes in aqueous media (with negligible stereoselectivity); see Li, C.-J.; Meng, Y.; Yi, X.-H.; Ma, J.; Chan, T.-H. J. Org. Chem. 1997, 62, 8632.
    • (1997) J. Org. Chem. , vol.62 , pp. 8632
    • Li, C.-J.1    Meng, Y.2    Yi, X.-H.3    Ma, J.4    Chan, T.-H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.