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Volumn 49, Issue 21, 2008, Pages 3363-3367

One-pot sequential cross-metathesis/hydride reduction: highly stereoselective synthesis of primary (E)-allylic alcohols from terminal olefins

Author keywords

Cross metathesis; One pot; Primary (E) allylic alcohol; Synthesis

Indexed keywords

ALDEHYDE; ALKENE DERIVATIVE; ALLYL ALCOHOL;

EID: 42749093589     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.03.132     Document Type: Article
Times cited : (10)

References (31)
  • 13
    • 33751236180 scopus 로고    scopus 로고
    • For a highlight of tandem metathesis/non-metathesis processes, see:
    • For a highlight of tandem metathesis/non-metathesis processes, see:. Dragutan V., and Dragutan I. J. Organomet. Chem. 691 (2006) 5129
    • (2006) J. Organomet. Chem. , vol.691 , pp. 5129
    • Dragutan, V.1    Dragutan, I.2
  • 20
    • 33846129409 scopus 로고    scopus 로고
    • 13C) were in agreement for the following compounds: Compound 10:
    • 13C) were in agreement for the following compounds: Compound 10:. Pospisil J., and Marko I.E.. Org. Lett. 8 (2006) 5983
    • (2006) Org. Lett. , vol.8 , pp. 5983
    • Pospisil, J.1    Marko, I.E..2
  • 26
    • 42749092858 scopus 로고    scopus 로고
    • note
    • 1H NMR (J = 15.6-16.0 Hz) confirm a trans olefin geometry, which is retained in the subsequent reduction (DIBAL-H) step.
  • 27
    • 33845555760 scopus 로고    scopus 로고
    • note
    • 13C) were in agreement for the following compounds: Compound 25: Takano, S.; Sekiguchi, Y.; Shimazaki, Y.; Ogasawara, K. Heterocycles 1992, 33, 713. Compound 16: Yadav, J. S.; Rao, E. S.; Synth. Commun. 1988, 18, 2315. Compound 17: Hiebel, M.-A.; Pelotier, B.; Piva, O. Tetrahedron 2007, 63, 7874. Compound 19: Masamune, S.; Kaiho, T.; Garvey, D. S. J. Am. Chem. Soc. 1982, 104, 5521.
  • 29
    • 0002446724 scopus 로고
    • Heathcock C.H. (Ed), Pergamon Press, Oxford
    • Roush W.R. In: Heathcock C.H. (Ed). Comprehensive Organic Synthesis Vol. 2 (1991), Pergamon Press, Oxford 1
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 1
    • Roush, W.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.