메뉴 건너뛰기




Volumn , Issue 38, 2009, Pages 5716-5718

Construction of protected hydroxylated pyrrolidines using nitrogen-centered radical cyclizations

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIDEOXY 1,4 IMINO LEVO RIBITOL; 2 HYDROXYMETHYL 3 HYDROXYPYRROLIDINE; ALEXINE; ETHER DERIVATIVE; PYRROLIDINE DERIVATIVE; SILYL ETHER; UNCLASSIFIED DRUG;

EID: 70349313497     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b914757h     Document Type: Article
Times cited : (15)

References (41)
  • 17
    • 0003417469 scopus 로고
    • B. M. Trost and I. Fleming, Pergamon Press, Oxford, pp. 811-812
    • D. P. Curran, in Comprehensive Organic Synthesis, ed., B. M. Trost, and, I. Fleming, Pergamon Press, Oxford, 1991, vol. 4, ch. 4.2, pp. 811-812
    • (1991) Comprehensive Organic Synthesis, Ed.
    • Curran In, D.P.1
  • 18
    • 0004269715 scopus 로고    scopus 로고
    • P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, pp. 407-426
    • L. Stella, in Radicals in Organic Synthesis, ed., P. Renaud, and, M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, ch. 51, pp. 407-426
    • (2001) Radicals in Organic Synthesis, Ed.
    • Stella In, L.1
  • 20
    • 50149120934 scopus 로고    scopus 로고
    • For 5-exo cyclizations of oxygen-centered radicals onto silyl enol ethers, see:
    • X. Yuan K. Liu C. Li J. Org. Chem. 2008 73 6166
    • (2008) J. Org. Chem. , vol.73 , pp. 6166
    • Yuan, X.1    Liu, K.2    Li, C.3
  • 21
    • 58149159589 scopus 로고    scopus 로고
    • For a representative example of nitrogen-centered radical formation from the homolysis of sulfenamides, see:
    • M. Zlotorzynska H. Zhai G. M. Sammis Org. Lett. 2008 10 5083
    • (2008) Org. Lett. , vol.10 , pp. 5083
    • Zlotorzynska, M.1    Zhai, H.2    Sammis, G.M.3
  • 37
    • 33845282341 scopus 로고
    • Synthesis of E-enriched silyl enol ethers was accomplished using TBSCl and DBU at 35 °C providing selectivities greater than 90: 10 E-Z. Synthesis of Z-enriched silyl enol ethers was accomplished using TBSOTf and diisopropylethylamine at 0 °C providing selectivities greater than 60: 40 Z-E. The selectivities for TES enol ether formation were lower. See ESI for details For early syntheses of 4-dideoxy-1,4-imino-l-ribitol and protected derivatives, see:
    • D. C. Spellmeyer K. N. Houk J. Org. Chem. 1987 52 959
    • (1987) J. Org. Chem. , vol.52 , pp. 959
    • Spellmeyer, D.C.1    Houk, K.N.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.