메뉴 건너뛰기




Volumn 12, Issue 23, 2010, Pages 5446-5449

SmI2-mediated radical cyclizations directed by a C-Si bond

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; IODIDE; SAMARIUM; SAMARIUM DIIODIDE; SILICON;

EID: 78650363914     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102278c     Document Type: Article
Times cited : (51)

References (57)
  • 3
    • 78650379858 scopus 로고    scopus 로고
    • For recent reviews on the use of samarium(II) iodide
    • For recent reviews on the use of samarium(II) iodide
  • 21
    • 78650332223 scopus 로고    scopus 로고
    • For other approaches to pestalotiopsin A, see
    • For other approaches to pestalotiopsin A, see
  • 30
    • 78650396771 scopus 로고    scopus 로고
    • The stereochemistry of the alkene isomers was assigned by comparison of NMR data with those of the closely related "OTBS" analogues. See ref 4c
    • The stereochemistry of the alkene isomers was assigned by comparison of NMR data with those of the closely related "OTBS" analogues. See ref 4c.
  • 31
    • 78650376989 scopus 로고    scopus 로고
    • The alkene stereochemistry has a marked effect on the stereochemical outcome of the cyclizations of 3a. See Supporting Information and also ref 4b
    • The alkene stereochemistry has a marked effect on the stereochemical outcome of the cyclizations of 3a. See Supporting Information and also ref 4b.
  • 32
    • 78650370674 scopus 로고    scopus 로고
    • Surprisingly, the diphenylmethylsilyl analogue of rac- 3a and rac- 3b underwent cyclization to give products analogous to rac -7a and rac -8a in a 4:1 ratio, respectively (88% yield)
    • Surprisingly, the diphenylmethylsilyl analogue of rac- 3a and rac- 3b underwent cyclization to give products analogous to rac -7a and rac -8a in a 4:1 ratio, respectively (88% yield).
  • 34
    • 78650381501 scopus 로고    scopus 로고
    • See Supporting Information
    • See Supporting Information.
  • 35
    • 78650355970 scopus 로고    scopus 로고
    • See Supporting Information for X-ray structures and CCDC numbers
    • See Supporting Information for X-ray structures and CCDC numbers.
  • 42
    • 78650329303 scopus 로고    scopus 로고
    • The alkene stereochemistry has no effect on the stereochemical outcome of the cyclizations of 12a. See Supporting Information and also ref 14 b
    • The alkene stereochemistry has no effect on the stereochemical outcome of the cyclizations of 12a. See Supporting Information and also ref 14 b.
  • 44
    • 0030900381 scopus 로고    scopus 로고
    • Attempts to prepare silyl epoxides using Jacobsen's hydrolytic kinetic resolution were unsuccessful
    • For the Sharpless dihydroxylation of vinylsilanes, see Vanhessche, K. P. M.; Sharpless, B. K. Chem. - Eur. J. 1997, 3, 517 Attempts to prepare silyl epoxides using Jacobsen's hydrolytic kinetic resolution were unsuccessful.
    • (1997) Chem. - Eur. J. , vol.3 , pp. 517
    • Vanhessche, K.P.M.1    Sharpless, B.K.2
  • 53
    • 78650399917 scopus 로고    scopus 로고
    • We found that C2-Symmetrical precatalysts with more sterically demanding substituents in the ortho -positions gave improved selectivity in additions to (2 H)-furanone
    • We found that C2-Symmetrical precatalysts with more sterically demanding substituents in the ortho -positions gave improved selectivity in additions to (2 H)-furanone.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.