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Volumn 7, Issue 16, 2005, Pages 3557-3560

Preparation of homoallylic homopropargylic alcohols from 2-vinyloxiranes

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EID: 23944511120     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051326l     Document Type: Article
Times cited : (18)

References (39)
  • 19
    • 0037474617 scopus 로고    scopus 로고
    • A similar indium-mediated transformation has been developed by Pae that includes a few examples for synthesis of homoallylic homopropargylic alcohols, albeit as mixtures of addition products; see: Oh, B. K.; Cha, J. H.; Cho, Y. S.; Choi, K. I.; Koh, H. Y.; Chang, M. H.; Pae, A. N. Tetrahedron Lett. 2003, 44, 2911.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 2911
    • Oh, B.K.1    Cha, J.H.2    Cho, Y.S.3    Choi, K.I.4    Koh, H.Y.5    Chang, M.H.6    Pae, A.N.7
  • 29
    • 33645381983 scopus 로고    scopus 로고
    • note
    • It is not recommended that reaction times extend past 4 h since THF is observed to polymerize slowly under the reaction conditions, making workup problematic.
  • 30
    • 33645385195 scopus 로고    scopus 로고
    • note
    • THF solutions of 1 were estimated to be approximately 0.8 M after dilution with a volume calculated from the crude mass to afford a 1.0 M solution. There was no noticeable improvement in yield in the optimization studies between 1.5 and 2.0 equiv of 1.
  • 32
    • 33645413258 scopus 로고    scopus 로고
    • note
    • Borane 33 is reported to give selective reaction on the Re face of the elctrophile.
  • 33
    • 33645415290 scopus 로고    scopus 로고
    • Refer to Supporting Information
    • Refer to Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.