메뉴 건너뛰기




Volumn 72, Issue 7, 2007, Pages 2525-2532

Mechanistic studies on the Heck-Mizoroki cross-coupling reaction of a hindered vinylboronate ester as a key approach to developing a highly stereoselective synthesis of a C1-C7 Z,Z,E,-triene synthon for viridenomycin

Author keywords

[No Author keywords available]

Indexed keywords

ARYL IODIDES; ELECTRON DONORS; VINYLBORONATE; VIRIDENOMYCIN;

EID: 34047192656     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0626010     Document Type: Article
Times cited : (52)

References (71)
  • 53
    • 34047223479 scopus 로고    scopus 로고
    • Although it is known that Sonogashira reactions involving alkynes bearing electron-withdrawing groups can be problematic (see ref 23b, we have found that the coupling of methyl propiolate and 10 can be performed in reasonable yield see Experimental Section
    • (a) Although it is known that Sonogashira reactions involving alkynes bearing electron-withdrawing groups can be problematic (see ref 23b), we have found that the coupling of methyl propiolate and 10 can be performed in reasonable yield (see Experimental Section).
  • 63
    • 34047194085 scopus 로고    scopus 로고
    • Methyl E-iodoacrylate is prepared from the corresponding Z-iodoacrylic acid by an HI-mediated isomerization-methylation sequence (see Experimental Section), which needs to be carried out under carefully controlled conditions, otherwise 3,3-diiodopropionic acid is produced (see single-crystal X-ray structure, Figure 1, ESI).
    • Methyl E-iodoacrylate is prepared from the corresponding Z-iodoacrylic acid by an HI-mediated isomerization-methylation sequence (see Experimental Section), which needs to be carried out under carefully controlled conditions, otherwise 3,3-diiodopropionic acid is produced (see single-crystal X-ray structure, Figure 1, ESI).
  • 67
    • 1542607881 scopus 로고    scopus 로고
    • Jung, M. E.; Hagenah, J. A.; Long-Mei, Z. Tetrahedron Lett. 1983, 24, 3973-3974.
    • Jung, M. E.; Hagenah, J. A.; Long-Mei, Z. Tetrahedron Lett. 1983, 24, 3973-3974.
  • 71
    • 34047194909 scopus 로고    scopus 로고
    • SHELXTL 6.14; Bruker AXS: Madison, WI, 2003.
    • SHELXTL 6.14; Bruker AXS: Madison, WI, 2003.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.