230 likes | 383 Views
Non-Metathesis Ruthenium-Catalyzed C - C Bond Formation. 刘 槟 2011.5.14. 1.Reactions Involving Ruthenacycle Intermediates 2.Reactions Involving Heteroatom Additions to Alkynes 3.Reactions Involving Additions to Ruthenium Vinylidene Species 4.Diels-Alder reaction.
E N D
Non-Metathesis Ruthenium-Catalyzed C-C Bond Formation 刘 槟 2011.5.14
1.Reactions Involving Ruthenacycle Intermediates 2.Reactions Involving Heteroatom Additions to Alkynes 3.Reactions Involving Additions to Ruthenium Vinylidene Species 4.Diels-Alder reaction
1 Reactions Involving Ruthenacycle Intermediates The steric interactions between the R group and the exo-methylene group of the ruthenacycle favor a conformation as depicted that forms the E isomer. Barry M. Trost .J. Am. Chem. Soc. 1999, 121, 4068-4069
Alder-ene type reaction β-hydrogen elimination Barry M. Trost .J. Am. Chem. Soc. 1993,115, 4361-4362
Daesung Lee. J. AM. CHEM. SOC. 2005, 127, 3252-3253 Barry M. Trost,J. AM. CHEM. SOC. 2002, 124, 10396-10415
Pauson-Khand Reaction Take-aki Mitsudo . J. Am. Chem. Soc. 1997, 119, 6187-6188
Shinji Murai . J. Am. Chem. SOC. 1994,116, 60496050 Miwako Mori . J. Org. Chem. 1998, 63, 6082-6083
2.Reactions Involving Heteroatom Additions to Alkynes Barry M. Trost . J. Am. Chem. Soc. 1997, 119, 836-837
Trost, B. M . Angew. Chem., Int. Ed. 2000, 39,360. Trost, B. M . J. Am. Chem. Soc. 1999, 121, 1988-1989
3.Reactions Involving Additions to Ruthenium Vinylidene Species bond formation occurs on the more substituted terminus of the π-allylruthenium complex Trost, B. M . J. Am. Chem. Soc. 1990, 112, 7809-7811
4.Diels-Alder reaction E. Peter Kundig. Org. Lett.. 2010, 12, 5604-5607
more Lewis acidic catalyst improved yields and ee up to 43% from 9% the importance of intramolecularity Incremental dilution to 7.2*10(-2) M yield up to 82% and Ee=71%