메뉴 건너뛰기




Volumn , Issue 22, 2001, Pages 4189-4194

Synthesis and heck reactions of ethenyl- and (Z)-butadien-1-yl nonaflate obtained by the fragmentation of furan derivatives

Author keywords

Alkenyl nonaflates; Carbanions; Fluorides; Heck reaction; Silyl enol ether

Indexed keywords

ACETALDEHYDE; ALLENE DERIVATIVE; BUTADIEN 1 YL NONAFLATE; CROTONALDEHYDE; ETHENYL NONAFLATE; FLUORIDE; FURAN DERIVATIVE; HETEROCYCLIC COMPOUND; LITHIUM DERIVATIVE; PALLADIUM; SILANE DERIVATIVE; SULFONIC ACID DERIVATIVE; TETRAHYDROFURAN; UNCLASSIFIED DRUG;

EID: 0035177150     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200111)2001:22<4189::AID-EJOC4189>3.0.CO;2-I     Document Type: Article
Times cited : (31)

References (44)
  • 6
    • 0006744775 scopus 로고    scopus 로고
    • note
    • 2 on the negatively charged carbonyl oxygen to give the desired alkenyl sulfonates exclusively (also see ref.[13]).
  • 10
    • 0001768002 scopus 로고    scopus 로고
    • 0-catalysed coupling reactions with arylzinc halides; see: M. Rottlaender, P. Knochel, J. Org. Chem. 1998, 63, 203-208.
    • (1998) J. Org. Chem. , vol.63 , pp. 203-208
    • Rottlaender, M.1    Knochel, P.2
  • 11
    • 0006716246 scopus 로고    scopus 로고
    • note
    • [4]).
  • 19
    • 0006679599 scopus 로고    scopus 로고
    • Dissertation, Technische Universität Dresden
    • [14b] M. Webel, Dissertation, Technische Universität Dresden, 2000.
    • (2000)
    • Webel, M.1
  • 23
    • 0006636480 scopus 로고    scopus 로고
    • note
    • [8]
  • 24
    • 0006680932 scopus 로고    scopus 로고
    • note
    • [2]).
  • 25
    • 0006727456 scopus 로고    scopus 로고
    • note
    • 3N would not be superfluous in the syntheses of 1b, 2 and related procedures to make sure on trapping of adventurously formed alkyl nonaflates.
  • 26
    • 0006716532 scopus 로고
    • To date, 1-trimethylsiloxy-1,2-propadiene (10) has been described only as a product of the high-temperature retro-Diels-Alder reaction of an anthracene adduct performed on a very small scale: A. Hakiki, J.-L. Ripoll, A. Thuillier, Bull. Soc. Chim. Fr. 1985, 911-920.
    • (1985) Bull. Soc. Chim. Fr. , pp. 911-920
    • Hakiki, A.1    Ripoll, J.-L.2    Thuillier, A.3
  • 27
    • 33847577657 scopus 로고    scopus 로고
    • note
    • Lithiation of 2,2-dimethyl-4-methylene-[1,3]dioxolane with commercially available 2.5 M nBuLi gave a higher yield and purity of 10 than with 1.3 M sBuLi (both from Aldrich).
  • 28
    • 0006714870 scopus 로고    scopus 로고
    • note
    • [9]
  • 29
    • 0000758818 scopus 로고
    • We are not aware of any report on substituted allenyl nonaflates or triflates. For the preparation, stability and reactivity of allyl and propargyl triflates, see: E. Vedejs, D. A. Engler, M. J. Mullins, J. Org. Chem. 1977, 42, 3109-3113.
    • (1977) J. Org. Chem. , vol.42 , pp. 3109-3113
    • Vedejs, E.1    Engler, D.A.2    Mullins, M.J.3
  • 30
    • 33847583254 scopus 로고    scopus 로고
    • note
    • [12]).
  • 31
    • 33847604054 scopus 로고
    • An E,Z equilibrium is known to have precedents in the Heck reaction: [26a] R. F. Heck, Org. React. 1982, 27, 245-390.
    • (1982) Org. React. , vol.27 , pp. 245-390
    • Heck, R.F.1
  • 36
    • 0027401155 scopus 로고
    • For a review article see: [29b] R. Zimmer, Synthesis 1993, 165-178.
    • (1993) Synthesis , pp. 165-178
    • Zimmer, R.1
  • 44
    • 33847597011 scopus 로고    scopus 로고
    • note
    • Ketone 15 is unstable and polymerises upon storage at -18°C for several months.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.