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Volumn 127, Issue 11, 2005, Pages 3694-3695

A pentenyl dianion-based strategy for convergent synthesis of ene-1,5-diols

Author keywords

[No Author keywords available]

Indexed keywords

1,5 DIOL DERIVATIVE; ALCOHOL; ALDEHYDE; ANION; HOMOPROPARGYLIC ALCOHOL; ORGANOMETALLIC COMPOUND; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 15744384881     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja050039+     Document Type: Article
Times cited : (56)

References (26)
  • 5
    • 0037145988 scopus 로고    scopus 로고
    • and references therein
    • For a convergent approach to ene-1,5-diols centered about a disubstituted olefin, see: Flamme, E. M.; Roush, W. R. J. Am. Chem. Soc. 2002, 124, 13644 and references therein.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 13644
    • Flamme, E.M.1    Roush, W.R.2
  • 15
    • 11744317080 scopus 로고
    • Harada, K.; Urabe, H.; Sato, F. Tetrahedron Lett. 1995, 36, 3203. See also: Buchwald, S. L.; Nielsen, R. B. Chem. Rev. 1988, 88, 1047.
    • (1988) Chem. Rev. , vol.88 , pp. 1047
    • Buchwald, S.L.1    Nielsen, R.B.2
  • 21
    • 15744395495 scopus 로고    scopus 로고
    • note
    • No products were observed that indicated epimerization of the aldehyde.
  • 22
    • 0033583714 scopus 로고    scopus 로고
    • For an interesting discussion of regioselectivity in allylic alkylation reactions based on diastereomeric π-allyl complexes, see: Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 4545.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 4545
    • Trost, B.M.1    Toste, F.D.2
  • 23
    • 1642354777 scopus 로고    scopus 로고
    • For examples of directed regioselective reductive coupling reactions with nickel complexes, see: (a) Mahandru, G. M.; Liu, G.; Montgomery, J. J. Am. Chem. Soc. 2004, 126, 3698.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 3698
    • Mahandru, G.M.1    Liu, G.2    Montgomery, J.3
  • 26
    • 15744366281 scopus 로고    scopus 로고
    • note
    • Reductive coupling reactions of the homopropargylic alcohol 12 with aldehydes lacking α- or β-branching were also regioselective (5:1 to 3:1). See Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.