메뉴 건너뛰기




Volumn 129, Issue 7, 2007, Pages 1874-1875

Pd-catalyzed borylative cyclization of 1,6-enynes

Author keywords

[No Author keywords available]

Indexed keywords

1,6 ENYNE DERIVATIVE; ALKYNE DERIVATIVE; BORON; BORONIC ACID DERIVATIVE; PALLADIUM; TOLUENE; UNCLASSIFIED DRUG;

EID: 33847276112     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0685598     Document Type: Article
Times cited : (107)

References (36)
  • 7
    • 0035858970 scopus 로고    scopus 로고
    • Selected references: (a) Silyl stannylation of enynes: Mori, M.; Hirose, T.; Wakamatsu, H.; Imakuni, M.; Sato, Y. Organometallics 2001, 20, 1907-1909.
    • Selected references: (a) Silyl stannylation of enynes: Mori, M.; Hirose, T.; Wakamatsu, H.; Imakuni, M.; Sato, Y. Organometallics 2001, 20, 1907-1909.
  • 8
    • 33847273495 scopus 로고    scopus 로고
    • Silylboration of dienes: Suginome, M.; Nakamura, H.; Matsuda, T.; Ito, Y. J. Am. Chem. Soc. 1998, 120, 4248-4249.
    • (b) Silylboration of dienes: Suginome, M.; Nakamura, H.; Matsuda, T.; Ito, Y. J. Am. Chem. Soc. 1998, 120, 4248-4249.
  • 9
    • 0001594065 scopus 로고    scopus 로고
    • Boryl stannylation of alkynes: Onozawa, S.; Hatanaka, Y.; Sakakura, T.; Shimada, S.; Tanaka, M. Organometallics 1996, 15, 5450-5452.
    • (c) Boryl stannylation of alkynes: Onozawa, S.; Hatanaka, Y.; Sakakura, T.; Shimada, S.; Tanaka, M. Organometallics 1996, 15, 5450-5452.
  • 10
    • 0000521623 scopus 로고    scopus 로고
    • Boryl stannylation of diynes: Onozawa, S.; Hatanaka, Y.; Choi, N.; Tanaka, M. Organometallics 1997, 16, 5389-5391.
    • (d) Boryl stannylation of diynes: Onozawa, S.; Hatanaka, Y.; Choi, N.; Tanaka, M. Organometallics 1997, 16, 5389-5391.
  • 11
    • 11444261871 scopus 로고    scopus 로고
    • Diboration of allenes: Pelz, N. F.; Woodward, A. R.; Burks, H. E.; Sieber, J. D.; Morken, J. P. J. Am. Chem. Soc. 2004, 126, 16328-16329.
    • (e) Diboration of allenes: Pelz, N. F.; Woodward, A. R.; Burks, H. E.; Sieber, J. D.; Morken, J. P. J. Am. Chem. Soc. 2004, 126, 16328-16329.
  • 12
    • 0038298166 scopus 로고    scopus 로고
    • Diboration of alkenes: Morgan, J. B.; Miller, S. P.; Morken, J. P. J. Am. Chem. Soc. 2003, 125, 8702-8703.
    • (f) Diboration of alkenes: Morgan, J. B.; Miller, S. P.; Morken, J. P. J. Am. Chem. Soc. 2003, 125, 8702-8703.
  • 17
    • 33645025619 scopus 로고    scopus 로고
    • Recent examples of synthetic applications of alkyltrifluoroborates: (a) Molander, G. A.; Yokoyama, Y. J. Org. Chem. 2006, 71, 2493-2498.
    • Recent examples of synthetic applications of alkyltrifluoroborates: (a) Molander, G. A.; Yokoyama, Y. J. Org. Chem. 2006, 71, 2493-2498.
  • 23
    • 27644475970 scopus 로고    scopus 로고
    • Hall, D. G, Ed, Wiley-VCH: Weinheim, Germany
    • Boronic Acids; Hall, D. G., Ed.; Wiley-VCH: Weinheim, Germany, 2005; pp 1-99.
    • (2005) Boronic Acids , pp. 1-99
  • 24
    • 33744502921 scopus 로고    scopus 로고
    • Preparation from boryl-Cu(1) complexes: Laitar, D. S.; Tsui, E. Y.; Sadighi, J. P. Organometallics 2006, 25, 2405-2408.
    • Preparation from boryl-Cu(1) complexes: Laitar, D. S.; Tsui, E. Y.; Sadighi, J. P. Organometallics 2006, 25, 2405-2408.
  • 29
    • 33847278265 scopus 로고    scopus 로고
    • 1H NMR), but the presence of inseparable byproducts prevented purification.
    • 1H NMR), but the presence of inseparable byproducts prevented purification.
  • 30
    • 33847332935 scopus 로고    scopus 로고
    • 2 to Pd(0) is a facile process that may be promoted by β-elimination from the acetate ligand or the alcohol or by double transmetalation from bis(pinacolato)diboron.
    • 2 to Pd(0) is a facile process that may be promoted by β-elimination from the acetate ligand or the alcohol or by double transmetalation from bis(pinacolato)diboron.
  • 34
    • 33847275487 scopus 로고    scopus 로고
    • 2 in the same conditions for 24 h only afforded alkyne hydrogenation derivatives (24% yield) with low conversion (51%).
    • 2 in the same conditions for 24 h only afforded alkyne hydrogenation derivatives (24% yield) with low conversion (51%).
  • 36
    • 33847329535 scopus 로고    scopus 로고
    • Cyclopropyl derivatives could be involved in the formation of compounds 2. Mechanistic studies are in progress.
    • Cyclopropyl derivatives could be involved in the formation of compounds 2. Mechanistic studies are in progress.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.