Download Advances in Sulfur Chemistry, Volume 2 by C.M. Rayner PDF

By C.M. Rayner

This quantity is a testomony to the continued significance of sulfur chemistry, and the super growth that has been made in recent times.

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R. n = 3,4 ^^^^^ R2=Me, Ph,^^>=^ 63 35-68% Scheme M Riv SCH3 43. SCH3 R2C0CI AICI3 Sequiv SI O 65 60-15% + ^ -1 PhCOR^ Q R^ 66 55 Ri = Et, Ph Si = SiMes, SiMeaPh R2 = Me, Ph, 65 Si =SiMe3 78-100% Si = SiMeaPii 20-97% \ = y Scheme 44. ft' sff M ^oc, AICI3 SiMeaR 1^ ^sh' j^^ p / ^ > R ^ S^e2R Ok e^Ch> 67 Scheme 45. f " ^ Synthesis and Chemistry of SPh =< SiMe3 Thioacylsilanes RLi/TMEDA^ Et20,0°C 45 29 SPh SPh 1)MCPBA /—( "TT: ^ H20>r / \ 2) A J > ^ f< ^^SiMea 3, ^ ^ o SiMea SPh 68 D L.. SiMea 70 1)MCPBA -*2) A 3)H20 R" "CHO R COR' Scheme 46.

4. ; Vialle, J. Bull. Soc. Chim. Fr. ; Vialle, J. Bull. Soc. Chim. Fr. ; Vialle, J. Bull Soc. Chim. Fr. ; Vialle, J. Bull. Soc. Chim. Fr. 1971,4407; (e) Kresge, A. ; Meng, Q. / Am. Chem. Soc. 1998,120, 11830. 5. (a) Kresge, A. ; Tobin, J. B. / Am. Chem. Soc. 1990,112, 2805; (b) Kresge, A. ; Tobin, J. B. J. Org. Chem. 1993, 58, 2652. 6. ; Degl'Innocenti, A. Synthesis 1989, 647; (b) Bulman Page, R C ; Klair, S. ; Rosenthal, S. Chem. Soc. Rev. 1990,19, 147. 7. Brook, A. ; Duff, J. ; Jones, R F ; Davis, N.

Indeed, treatment of 44 with 3,3-dimethylacryloyl chloride in the presence of AgBF^ afforded bicyclic enones 61. While the reaction proceeded with excellent yields in the case of Si = SiMe3, yields were very low for Si = SiMe2Ph (Scheme 41). The reaction of 2-trimethylsilylthiacyclohex-2-ene 44 (n = 2) with cyclopentenoylchloride in the presence of AgBF^ gave the tricyclic enone 62 in 45% yield^^ (Scheme 42). ^° Protiodesilylation of the reaction mixture, with TBAF in boiling THE afforded products 63.

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