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Volumn 44, Issue 9, 2003, Pages 1895-1897

Fluxional sulfonyl derivatives of troponoids and colchicinoids

b NONE (Italy)

Author keywords

Colchicinoids; Mesylates; Tosyl or mesyl migration; Tosylates; Troponoids

Indexed keywords

4 ISOPROPYLTROPONE; 6 ISOPROPYLTROPONE; COLCHICINE; ISOCOLCHICINE; OXYGEN; SULFONE DERIVATIVE; TROPOLONE; TROPONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; MESYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; TEMPERATURE; TOSYLATION;

EID: 0037463512 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(03)00122-9 Document Type: Article

Times cited : (7)

References (10)

1
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2
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3
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- 6) 8.12 (d, J=8.4), 7.42 (d, J(3,5)=1.6, H3), 6.80 (d, J(7,6)=12.2, H7), 6.68 (d, J=8.4), 6.17 (dd, J(6,7)=12.2, J(6,5)=9.7, H6), 6.00 (dd, J(5,6)=9.7, J(5,3)=1.6, H5), 2.05 (heptet, J=6.6, isopropyl methyne), 1.74 (s, tosyl methyl), 0.74 (d, J=6.6, isopropyl methyl groups). Therefore, the isomer with higher m.p. could be assigned structure 4.
- (1956) Nippon Kagaku Zasshi , vol.80 , pp. 1056
- Sato, T.¹

4
- 0001184722
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5
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6
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7
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- note
- 3): 178.5, 153.7, 152.2, 145.6, 142.7, 141.4, 138.9, 135.4, 133.8, 133.6, 130.9, 129.8, 128.9, 106.7, 61.6, 56.3, 37.5, 22.1.

8
- 85031233866
- 2O 6:4, flow rate 1 mL/min, gave retention times 4.8 min for 6 and 5.2 min for 5. For both systems 7/8 and 9/10 a CN 250 mm column, eluent AcOEt, flow rate 1 mL/min, gave retention times 3.12 min for 8, 3.4 min for 7, 3.5 min for 9 and 4.0 min for 10. A CN 250 mm column with AcOEt/hexane 6:4, flow rate 1 mL/min, gave retention times 3.36 min for 4, 4.03 min for 3, 3.56 min for 12 and 4.11 for 11
- 2O 6:4, flow rate 1 mL/min, gave retention times 4.8 min for 6 and 5.2 min for 5. For both systems 7/8 and 9/10 a CN 250 mm column, eluent AcOEt, flow rate 1 mL/min, gave retention times 3.12 min for 8, 3.4 min for 7, 3.5 min for 9 and 4.0 min for 10. A CN 250 mm column with AcOEt/hexane 6:4, flow rate 1 mL/min, gave retention times 3.36 min for 4, 4.03 min for 3, 3.56 min for 12 and 4.11 for 11.

9
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- March J. Advanced Organic Chemistry. 4th ed: 1992;496 J. Wiley & Sons.
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10
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- Baxter N.J., Rigoneau L.J.M., Laws A.P., Page M.I. J. Am. Chem. Soc. 122:2000;3375-3385.
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- Baxter, N.J.¹ Rigoneau, L.J.M.² Laws, A.P.³ Page, M.I.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.