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Volumn 51, Issue 2, 2010, Pages 256-258

A two-step synthesis of allylic syn 1,3-diols via an intramolecular oxa-Michael reaction followed by a modified Julia olefination

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ALKENE; ALLYL COMPOUND; BENZYLIDENE DERIVATIVE; SULFONE DERIVATIVE; VINYL DERIVATIVE;

EID: 71049124851     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.10.139     Document Type: Article
Times cited : (16)

References (27)
  • 11
    • 71049114596 scopus 로고    scopus 로고
    • corrigendum
    • corrigendum Tetrahedron Lett. 2001, 42, 6619.
    • (2001) Tetrahedron Lett , vol.42 , pp. 6619
  • 14
    • 0037038993 scopus 로고    scopus 로고
    • For early studies on modified Julia olefinations with β-oxygenated benzothiazolyl sulfones, see: Lebel, H. Ph.D. Thesis, Université de Montréal, 1998. For reviews on the modified Julia olefination, see:
    • For early studies on modified Julia olefinations with β-oxygenated benzothiazolyl sulfones, see: Lebel, H. Ph.D. Thesis, Université de Montréal, 1998. For reviews on the modified Julia olefination, see:. Blakemore P.R. J. Chem. Soc., Perkin Trans. 1 (2002) 2563
    • (2002) J. Chem. Soc., Perkin Trans. 1 , pp. 2563
    • Blakemore, P.R.1
  • 16
    • 71049139952 scopus 로고    scopus 로고
    • note
    • The preparation of sulfones 3a-c will be reported elsewhere.
  • 18
    • 71049179754 scopus 로고    scopus 로고
    • note
    • Only one of the two possible anti diastereomers was observed in all cases. The stereochemistry of the major syn isomer was proven by NOE experiments.
  • 19
    • 71049160683 scopus 로고    scopus 로고
    • note
    • 2 479.1225; found: 479.1228.
  • 24
    • 71049195722 scopus 로고    scopus 로고
    • note
    • 2: 350.2246; found: 350.2245.
  • 26
    • 58149352260 scopus 로고    scopus 로고
    • Obtained by m-CPBA oxidation of the corresponding sulfides:
    • Obtained by m-CPBA oxidation of the corresponding sulfides:. Gamba-Sanchez D., Oriez R., and Prunet J. Tetrahedron Lett. 50 (2009) 883
    • (2009) Tetrahedron Lett. , vol.50 , pp. 883
    • Gamba-Sanchez, D.1    Oriez, R.2    Prunet, J.3
  • 27
    • 71049187982 scopus 로고    scopus 로고
    • note
    • The Z-olefin isomers of 7a-c react more slowly than the corresponding E-isomers.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.