메뉴 건너뛰기




Volumn 45, Issue 43, 2004, Pages 8023-8026

Regioselective ring opening of alkylidenecyclopropanone silyl acetals

Author keywords

Alkylidenecarbene; Alkylidenecyclopropane; Allyl cation; Iodonium salt

Indexed keywords

ACETAL DERIVATIVE; ACETONE; ALKYL GROUP; CATION; CHLORIDE; FLUORIDE; KETONE DERIVATIVE; LEWIS ACID; SILICONE DERIVATIVE; TRIETHYLAMINE;

EID: 4644352585     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.09.002     Document Type: Article
Times cited : (6)

References (75)
  • 3
    • 0004169871 scopus 로고    scopus 로고
    • L.E. Overman John Wiley & Sons Hoboken
    • S. Yamago, and E. Nakamura L.E. Overman Organic Reactions Vol. 61 2002 John Wiley & Sons Hoboken Chapter 1
    • (2002) Organic Reactions , vol.61
    • Yamago, S.1    Nakamura, E.2
  • 47
    • 4644227112 scopus 로고    scopus 로고
    • note
    • The yield of 3b was determined by GC. The 3b employed for the ring-opening reactions was purified by preparative GC, and the diastereomeric ratio is 3:2
  • 48
    • 33947094631 scopus 로고
    • For a review, see: P.J. Stang Chem. Rev. 78 1978 383 405
    • (1978) Chem. Rev. , vol.78 , pp. 383-405
    • Stang, P.J.1
  • 59
    • 4644257928 scopus 로고    scopus 로고
    • note
    • A solution containing 3 (1-5 mM) and tetradecane (1.4 mM) as an internal standard was employed for the ring-opening reactions of 3. The products were extracted with ether and washed with water. The yields of the products were determined by GC with the internal standard
  • 60
    • 4644220627 scopus 로고    scopus 로고
    • note
    • 15b,15c
  • 65
    • 0004210270 scopus 로고    scopus 로고
    • Z. Rappoport P.J. Stang John Wily & Sons Chichester
    • H.-U. Siehl Z. Rappoport P.J. Stang Dicoordinated Carbocations 1997 John Wily & Sons Chichester Chapter 5
    • (1997) Dicoordinated Carbocations
    • Siehl, H.-U.1
  • 66
  • 67
    • 4644352276 scopus 로고    scopus 로고
    • note
    • 17b,17c,17d but this type of reaction was not observed during the reaction of 3
  • 71
    • 4644334458 scopus 로고    scopus 로고
    • Product 4a was also obtained in 7% yield
    • Product 4a was also obtained in 7% yield
  • 72
    • 4644325069 scopus 로고    scopus 로고
    • note
    • 2 carbon of the alkylideneallyl cation intermediate
  • 74
    • 4644232170 scopus 로고    scopus 로고
    • note
    • 1′
  • 75
    • 4644287256 scopus 로고    scopus 로고
    • note
    • 2′ a is possibly replaced by the hydroxy or silyloxy group before the methanol addition. See also Ref. c


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.