Wittig olefination: An efficient route for the preparation of allyl vinyl ethers - precursors for the Claisen rearrangement

Tetrahedron Letters

Volumn 38, Issue 8, 1997, Pages 1459-1462

  Kulkarni, Mukund G ^a   Pendharkar, Dhananjay S ^a   Rasne, Ravindra M ^a  

^a UNIVERSITY OF PUNE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0031584869     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00057-9     Document Type: Article

References (26)

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2. 1. For recent reviews : Ziegler, F. E. Chem. Rev. 1988, 88, 1423; Blechert, Synthesis 1989, 71; Wipe, P. in Comprehensive Organic Synthesis, Trust, B. M.; Fleming, I. Pergamon Press, London, 1991, 827.
3. 1. For recent reviews : Ziegler, F. E. Chem. Rev. 1988, 88, 1423; Blechert, Synthesis 1989, 71; Wipe, P. in Comprehensive Organic Synthesis, Trust, B. M.; Fleming, I. Pergamon Press, London, 1991, 827.
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21. 1HNMR (CDCl3) : δ 4.39 (d, 2H, J= 5.1 Hz); 5.24 (m,2H); 5.70 (m, 1H); 5.83 (d, 2H, J=4.6Hz); 7.8 (m, 15H)
22. 16. All new compounds gave satisfactory spectral data and elemental analysis.
23. 17. Allyl vinyl ethers were obtained as E:Z (1:1) mixtures which were inseparable by column chromatography on silica gel.
24. 18. The product yields represent the yields by weighing the products after isolation and purification on silica gel column.
25. 3) δ 1.53 (d, 3H, 5.39Hz, =C-CH3), 4.18 (d, 5.65, Hz, 2H, O-CH2), 5.34(m, 2H,), 5.62 (d, 4.12Hz, 2H, P-CH2-O), 7.66 (m, 15H)
26. 21. Wittig, G.; Boll, W. Chem. Ber., 1962, 2526.