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Volumn 45, Issue 49, 2004, Pages 9037-9040

Formation of azatitanacyclopentanes from ene-imines and a Ti(O-i-Pr) 4/2i-PrMgX reagent and their synthetic reactions

Author keywords

Azatitanacyclopentane; Cyclization; Ene imine; Low valent titanium

Indexed keywords

CYCLOPENTANE DERIVATIVE; FORMALDEHYDE; IMINE; IODINE; OXYGEN; PRASEODYMIUM COMPLEX; PYRROLIDINE DERIVATIVE; TITANIUM DERIVATIVE; WATER;

EID: 8644252562     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.10.029     Document Type: Article
Times cited : (9)

References (29)
  • 21
    • 8644231889 scopus 로고    scopus 로고
    • note
    • 3), 5b (600 MHz): δ 7.53 (d, J = 7.3 Hz, 2H), 7.14-7.42 (m, 9H), 7.04 (t, J = 7.0 Hz 1H), 6.67 (t, J = 7.0 Hz, 1H), 6.56 (d, J = 8.1 Hz, 1H), 4.55 (s, 2H), 4.53 (d, 1H, J = 13.5 Hz), 3.53 (d, J = 13.5 Hz), 3.46-3.49 (m, 1H), 3.38 (d, J = 10.8 Hz, 1H), 3.34-3.37 (m, 1H), 3.29 (dd, J = 10.2, 12.0 Hz, 1H) 2.68 (dd, J = 2.4, 11.4 Hz, 1H), 2.17-2.25 (m, 1H), 1.94-1.99 (m, 1H), 1.54-1.61 (m, 1H). 8b (270 MHz): δ 7.10-7.27 (m, 11H), 6.96 (t, J = 7.0 Hz, 1H), 6.56 (t, J = 7.3 Hz, 1H), 6.46 (d, J = 8.1 Hz, 1H), 4.36 and 4.48 (2d, J = 16.7 and 16.7 Hz, each 1H), 3.59 and 3.65 (2d, J = 13.5 and 13.5 Hz, each 1H), 3.53 (dd, J = 3.8,11.6 Hz, 1H), 3.30 (d, J = 4.6 Hz, 1H), 2.95 (dd, J = 4.3, 11.3 Hz, 1H), 2.26-2.38 (m, 1H), 2.12 (s, 3H), 0.93 (d, J = 6.8 Hz, 3H). 5f (500 MHz): δ 7.12-7.38 (m, 9H), 4.20 (d, J = 8.0 Hz, 1H), 4.11 (d, J = 13.0 Hz, 1H), 3.49 (d, J = 13.0 Hz, 1H), 3.13, (dd, J = 9.0, 16.5 Hz, 1H), 3.01-3.09 (m, 1H), 2.86 (ddd, J = 3.5, 6.5, 9.5 Hz, 1H), 2.80 (dd, J = 3.5, 16.5 Hz, 1H), 2.48 (dt, J = 6.5, 9.0 Hz, 1H), 2.06-2.14 (m, 1H), 1.57 (ddt, J = 8.5, 12.5, 6.5 Hz, 1H)
  • 22
    • 8644223443 scopus 로고    scopus 로고
    • Stereochemistry was determined by NOE-DIF experiments
    • Stereochemistry was determined by NOE-DIF experiments
  • 23
    • 3042838700 scopus 로고    scopus 로고
    • Deuteriolysis and iodolysis of azatitanacyclopentenes derived from alkyne, imine and 1, see: Ref. 4 Deuteriolysis and iodolysis of azazirconacyclopentanes and -pentenes, see: Refs. 3g and 3h, and M. Makabe, Y. Sato, and M. Mori Synthesis 2004 1369
    • (2004) Synthesis , pp. 1369
    • Makabe, M.1    Sato, Y.2    Mori, M.3
  • 24
    • 8644220712 scopus 로고    scopus 로고
    • note
    • Alternatively, the formation of 5 from 3 and formaldehyde can be explained by considering the reaction pathway through the intermediate i shown below.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.