메뉴 건너뛰기




Volumn 45, Issue 2, 2005, Pages 255-258

Enantioselective PhSe-group-transfer tandem radical cyclization reactions catalyzed by a chiral Lewis acid

Author keywords

Asymmetric synthesis; Enantioselectivity; Ketoesters; Lewis acids; Tandem cyclization

Indexed keywords

AROMATIC COMPOUNDS; ESTERS; KETONES;

EID: 29544433286     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200503056     Document Type: Article
Times cited : (51)

References (33)
  • 1
    • 0000721036 scopus 로고    scopus 로고
    • For recent reviews on tandem radical cyclization reactions, see: a) M. Malacria, Chem. Rev. 1996, 96, 289-306;
    • (1996) Chem. Rev. , vol.96 , pp. 289-306
    • Malacria, M.1
  • 5
    • 0035907919 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 2224-2248;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2224-2248
  • 6
    • 0000702878 scopus 로고
    • for recent reviews on free radical reactions used in the synthesis of natural products, see: e) C. P. Jasperse, D. P. Curran, T. L. Fevig, Chem. Rev. 1991, 91, 1237-1286;
    • (1991) Chem. Rev. , vol.91 , pp. 1237-1286
    • Jasperse, C.P.1    Curran, D.P.2    Fevig, T.L.3
  • 8
    • 0004269715 scopus 로고    scopus 로고
    • (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, chap. 4.4
    • For excellent reviews on enantioselective radical reactions and Lewis acid catalyzed radical reactions, see: a) B. Guérin, W. W. Ogilvie, Y. Guindon in Radicals in Organic Synthesis, Vol. 1 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, chap. 4.4;
    • (2001) Radicals in Organic Synthesis , vol.1
    • Guérin, B.1    Ogilvie, W.W.2    Guindon, Y.3
  • 11
    • 0032538355 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 2562-2579;
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2562-2579
  • 14
    • 0037119320 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 3014-3017;
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 3014-3017
  • 16
  • 21
    • 0006557011 scopus 로고    scopus 로고
    • (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, chap. 1.5
    • f) for a recent review, see: J. Byers in Radicals in Organic Synthesis, Vol. 1 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, chap. 1.5.
    • (2001) Radicals in Organic Synthesis , vol.1
    • Byers, J.1
  • 22
    • 0033936085 scopus 로고    scopus 로고
    • 2-symmetric chiral bisoxazoline ligands in asymmetric catalysis, see: a) J. S. Johnson, D. A. Evans, Acc. Chem. Res. 2000, 33, 325-335;
    • (2000) Acc. Chem. Res. , vol.33 , pp. 325-335
    • Johnson, J.S.1    Evans, D.A.2
  • 24
    • 29544444156 scopus 로고    scopus 로고
    • note
    • 3, was ineffective.
  • 25
    • 29544444746 scopus 로고    scopus 로고
    • note
    • [3b]
  • 26
    • 29544445694 scopus 로고    scopus 로고
    • note
    • The relative configuration of 2 a was determined by X-ray crystallographic analysis of a 2,4-DNP (DNP = dinitrophenylhydrazine derivative of (±)-2a; the absolute configurations of the stereogenic centers C2 and C3 were determined by comparison of optical rotation data of the reductive dephenylseleno product of (+)-2a with those of the reductive debromo product of a known compound (see Supporting Information for details).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.