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Volumn 73, Issue 5, 2008, Pages 705-732

Preparation of Boc-protected cinnamyl-type alcohols: A comparison of the Suzuki-Miyaura coupling, cross-metathesis, and Horner-Wadsworth-Emmons approaches and their merit in parallel synthesis

Author keywords

C C bond formation; Metathesis; Palladium; Ruthenium; Suzuki Miyaura reaction

Indexed keywords


EID: 52049102263     PISSN: 00100765     EISSN: None     Source Type: Journal    
DOI: 10.1135/cccc20080705     Document Type: Article
Times cited : (10)

References (63)
  • 1
    • 0000276556 scopus 로고
    • For general review of palladium complexes in allylic substitution: a, B. M. Trost, I. Fleming and M. F. Semmelhack, Eds, pp, Pergamon, Oxford
    • For general review of palladium complexes in allylic substitution: a) Godleski S. A. in: Comprehensive Organic Synthesis, Vol. 4 (B. M. Trost, I. Fleming and M. F. Semmelhack, Eds), pp. 585-661. Pergamon, Oxford 1991;
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585-661
    • Godleski, S.A.1
  • 5
    • 0032536559 scopus 로고    scopus 로고
    • For reversed regioselectivity to branched products in Pd-catalyzed allylic substitution: a Prétôt R., Pfaltz A.: Angew. Chem. Int. Ed. 1998, 37, 323;
    • For reversed regioselectivity to branched products in Pd-catalyzed allylic substitution: a) Prétôt R., Pfaltz A.: Angew. Chem. Int. Ed. 1998, 37, 323;
  • 20
    • 0036457937 scopus 로고    scopus 로고
    • For a review, see
    • For a review, see: Takeuchi R.: Synlett 2002, 1954.
    • (2002) Synlett , pp. 1954
    • Takeuchi, R.1
  • 35
    • 52049088369 scopus 로고    scopus 로고
    • We have found difficult to constantly reproduce the yield of the free boronic acid. We propose, this was caused by separation difficulties rather than by reaction parameters
    • We have found difficult to constantly reproduce the yield of the free boronic acid. We propose, this was caused by separation difficulties rather than by reaction parameters.
  • 37
    • 52049088622 scopus 로고    scopus 로고
    • No decomposition was detected when stored at room temperature up to 1 month and at 4 °C more than 1 year.
    • No decomposition was detected when stored at room temperature up to 1 month and at 4 °C more than 1 year.
  • 60
    • 52049103457 scopus 로고    scopus 로고
    • For the sample spectrum of a crude reaction mixture, see the Supporting Information
    • For the sample spectrum of a crude reaction mixture, see the Supporting Information.
  • 62
    • 52049118900 scopus 로고    scopus 로고
    • Large sterically demanding ortho substituents were not investigated.
    • Large sterically demanding ortho substituents were not investigated.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.