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Volumn 71, Issue 18, 2006, Pages 7097-7099

Asymmetric synthesis of anti-1,2-amino alcohols via the borono-Mannich reaction: A formal synthesis of (-)-swainsonine

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ALDEHYDES; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 33750483913     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0610661     Document Type: Article
Times cited : (108)

References (28)
  • 10
    • 0034721683 scopus 로고    scopus 로고
    • For reviews, see
    • For reviews, see: (a) Nemr, A. E. Tetrahedron 2000, 56, 8579-8629.
    • (2000) Tetrahedron , vol.56 , pp. 8579-8629
    • Nemr, A.E.1
  • 12
    • 33646438221 scopus 로고    scopus 로고
    • For a recent synthesis, see
    • (c) For a recent synthesis, see: Guo, H.; O'Doherty, G. A. Org. Lett. 2006, 8, 1609-1612.
    • (2006) Org. Lett. , vol.8 , pp. 1609-1612
    • Guo, H.1    O'Doherty, G.A.2
  • 19
    • 0028235594 scopus 로고
    • See
    • An alternative and direct synthesis of anti-1,2-amino alcohols, from the addition of chiral imino-allylboranes to aldehydes, has also been reported. These products, in principle, could also be converted to similar anti-1,2-amino alcohol dienes. See: Barrett, A. G. M.; Seefeld, M. A.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1994, 1053-1054.
    • (1994) J. Chem. Soc., Chem. Commun. , pp. 1053-1054
    • Barrett, A.G.M.1    Seefeld, M.A.2    Williams, D.J.3
  • 20
    • 15244343428 scopus 로고    scopus 로고
    • See, and references cited therein
    • Often organo-catalyzed Mannich reactions require an excess amount of the aldehyde or ketone donor. See: Seayad, J.; List, B. Org. Biomol. Chem. 2005, 3, 719-724 and references cited therein.
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 719-724
    • Seayad, J.1    List, B.2
  • 28
    • 33750471252 scopus 로고    scopus 로고
    • note
    • 10 to the relative small scale of our reactions and the sensitive nature of the product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.