1. 张文全 2001. 6. 11 tandem conjugate addition/ Ireland-Claisen rearrangment

2. Claisen rearrangement Eschemoser-Claisen rearrangement

3. Johnson-Claisen rearrangement Ireland-Claisen rearrangement

4. History first Other: Tseou, H.-F.; Wang, Y.-T. J. Chin. Chem. Soc. 1937, 5, 224 J. Am. Chem. Soc. 1949, 71, 1150 J. Org. Chem. 1960, 25, 1815 Bull. Soc. Chim. Fr. 1964, 25, 2693

5. Synth. Commun. 1972, 2, 21 LICA ： lithium isopropylcyclohexylamide Ireland. R. E. J. Am. Chem. Soc. 1972, 94, 5897

6. Methods of ketene acetal formation: 1.chemoselective deprotonation 2. electrochemical reduction Tetrohedron. Lett. 1992, 33, 3847

7. 3. Conjuate addition tandem conjugate addition/ireland-Claisen rearrangment

8. J. Org. Chem. 1993,58, 299

9. Condition A: PCy 3 (0.1 equiv), TESCl (3.0 equiv), DBU (2.6equiv), CHsCN, 50 o C, 24 h. Condition B: PCy 3 (0.05Sequiv), TMSCl(5.5 equiv), DBU (0.9 equiv), diisopropylethylamine (1.6 equiv), CH3CN, 80 O C, 24 h.

10. Tetrahedron lett. 1990, 31, 7457

11. Tetrahedron 1995, 51, 12631

13. Synlett. 1994, 271 More fast

14. Proposed Conjugate Addition/[3,3]-Rearrangement TMSCl is need for high yield J. Org. Chem. 2008, 73, 1575

15. For different treament after rearrangement:

17. Addition of palladium dichloridebenzonitrile complex at the rearrangement step was found to effectively suppress the unfavorable formation of the side products J. Org. Chem. 1995,60, 8140

18. J. Org. Chem. 1996, 61, 8728 23

20. J. AM. CHEM. SOC. 2005, 127, 2046

21. ORGANIC LETTERS 2007, 9, 1037

22. DABCO is more better than Et 3 N, i-Pr 2 NEt, DMAP, PPh 3 Only DBU can reaction too SYNLETT 2007, No. 2, 0288 Tetrahedron. 2007, 63, 9605

23. J. Am. Chem. SOC. 1991, 113,4026

24. thankyou for your attention