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Volumn , Issue 20, 2007, Pages 3171-3178

Reactivity and utility of allenylphosphonates: Formation of a novel hydroperoxide and propargylic alcohol and facile thiol addition under catalyst-free, solvent-free conditions

Author keywords

Allenes; Allenylphosphonates; Horner Wadsworth Emmons reaction; Oxygenation; Thiol addition

Indexed keywords

ALLENES; ALLENYLPHOSPHONATES; HORNER-WADSWORTH-EMMONS REACTION; THIOL ADDITION;

EID: 35549010981     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-990794     Document Type: Article
Times cited : (28)

References (65)
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    • 31P NMR at δ = 23.9 (unassigned).
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    • Compound 15 was more difficult to obtain in a pure form, probably because of conversion into 16.
    • Compound 15 was more difficult to obtain in a pure form, probably because of conversion into 16.
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    • When we tried to separate this compound from 5,5-diethyl-2-(3-methylbuta- 1,2-dienyl)-1,3,2-dioxaphosphinane 2-oxide using column chromatography, a small quantity of an additional species [δ(P) -12.2] was noticed in a few fractions.
    • When we tried to separate this compound from 5,5-diethyl-2-(3-methylbuta- 1,2-dienyl)-1,3,2-dioxaphosphinane 2-oxide using column chromatography, a small quantity of an additional species [δ(P) -12.2] was noticed in a few fractions.
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    • IR (KBr, 3399, 2928, 1570, 1335, 1206, 1057, 1005 cm-1; 1H NMR (400 MHz, CDCl3, δ, 0.99 and 1.10 (2 s, 6 H, 2 CH3, 2.01-2.06 [2 m due to coupling to phosphorus and CH2 with J <5.0 Hz, 6 H, C(CH3) 2, 3.34 (dd, J ∼4.0 Hz, J ∼20.6 Hz, 2 H, PCH2, 3.79-4.95 (m, 9 H, CH2OH, CHCH2OH, 2 CHOH, OCH2, 5.90 (d, J ∼7.0 Hz, OCHN of ribose, 8.13 (s, 1 H, nucleobase-H, 8.62 s, 1 H, Nucleobase-H, LC-MS showed a peak at m/z 503
    • 2), 5.90 (d, J ∼7.0 Hz, OCHN of ribose), 8.13 (s, 1 H, nucleobase-H) , 8.62 (s, 1 H, Nucleobase-H); LC-MS showed a peak at m/z 503.
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    • (a) Satish Kumar, N. Ph.D. Thesis; University of Hyderabad: India, 2004.
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    • Sheldrick, G. M. SHELXTL NT Crystal Structure Analysis Package, version 5.10; Bruker AXS, Analytical X-ray System: WI USA, 1999
    • (b) Sheldrick, G. M. SHELXTL NT Crystal Structure Analysis Package, version 5.10; Bruker AXS, Analytical X-ray System: WI USA, 1999.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.