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Volumn 8, Issue 16, 2006, Pages 3553-3556

Cleavable chiral auxiliaries in 8π (8π, 6π) electrocyclizations

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL PRODUCT;

EID: 33747214980     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061328l     Document Type: Article
Times cited : (16)

References (27)
  • 5
    • 22744446475 scopus 로고    scopus 로고
    • (b) The structure of ocellapyrone A was reassigned by total synthesis of the racemic 3a: see Miller, A. K.; Trauner. D. Angew. Chem., Int. Ed. 2005, 44, 4602. Miller and Trauner also described the synthesis of racemic 3b.
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 4602
    • Miller, A.K.1    Trauner, D.2
  • 12
    • 30744456247 scopus 로고    scopus 로고
    • For a recent review on electrocyclizations in biosynthesis and in biomimetic schemes, see: Beaudry, C. M.; Malerich, J. P.; Trauner, D. Chem. Rev. 2005, 105, 4757.
    • (2005) Chem. Rev. , vol.105 , pp. 4757
    • Beaudry, C.M.1    Malerich, J.P.2    Trauner, D.3
  • 17
    • 22244452658 scopus 로고    scopus 로고
    • For the total synthesis of racemic elysiapyrones and racemic ocellapyrones, see: Barbarow, J. E.; Miller, A. K.; Trauner, D. Org. Lett. 2005, 7, 2901.
    • (2005) Org. Lett. , vol.7 , pp. 2901
    • Barbarow, J.E.1    Miller, A.K.2    Trauner, D.3
  • 18
    • 0033518062 scopus 로고    scopus 로고
    • Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741. Because the product analysis was one of diastereomers, we worked with racemic 8a and 8b.
    • (1999) J. Org. Lett. , vol.1 , pp. 1741
    • Sarakinos, G.1    Corey, E.2
  • 19
    • 33747304305 scopus 로고    scopus 로고
    • note
    • Sarakinos and Corey (ref 11) had reported that the Lewis acid-catalyzed Diels Alder reactions of acrylates of the β-hydroxy sulfones were more stereoselective than those of the corresponding sulfides, noting that sulfide complexation might be involved. One might expect this result also on the basis of the buttressing effect of the sulfone oxygens.
  • 20
  • 24
    • 0035903836 scopus 로고    scopus 로고
    • For a recent review on π-shielding that includes a number of examples of the use of the aryl menthyl auxiliaries, see: Jones, G. B. Tetrahedron 2001, 57, 7999.
    • (2001) Tetrahedron , vol.57 , pp. 7999
    • Jones, G.B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.