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Barry M. Trost 绿色化学领域的主要创始人、 原子经济性概念的提出者、 美国总统绿色化学挑战奖获得者. Ruthenium Catalyzed Reactions Lu-Trost-Inoue Reaction Tsuji-Trost Allylation Dinuclear Zinc Catalyst. Ruthenium Catalyzed Reactions. Alder ene reaction.
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Barry M. Trost 绿色化学领域的主要创始人、 原子经济性概念的提出者、 美国总统绿色化学挑战奖获得者 Ruthenium Catalyzed Reactions Lu-Trost-Inoue Reaction Tsuji-Trost Allylation Dinuclear Zinc Catalyst
Alder ene reaction In 1990s, this reaction is atom-economic but was found minimal use because of : • extreme conditions • lack of selectivity • limitations in terms of reaction partner
Chemoselectivity in the Ruthenium Catalyzed Redox Isomerization of Allyl Alcohols Trost, B.M.; Kulawiec, R.J. J. Am. Chem. Soc. (1993) 115 2027
Barry M. Trost,* F. Dean Toste, and Hong Shen J. Am. Chem. Soc., 2000, 122 (10), pp 2379–2380
Rh catalyzed 5+2 cycloaddition Paul A. Wender, J. Am. Chem. Soc., 1995, 117 (16), pp 4720–4721
Paul A. Wender,* J. Am. Chem. Soc., 1998, 120 (42), pp 10976–10977 Paul A. Wender, J. Am. Chem. Soc., 2006, 128 (19), pp 6302–6303
A Ruthenium-Catalyzed Hydrative Cyclization and [4 + 2] Cycloaddition of Yne-enones ?
(a) CpRu(CH3CN)3PF6 (13 mol%), DCM, 34% (80% b.r.s.m.); (b) NBS, DMF, 98%; (c) CSA (10 mol%), CH3OH, 0 oC, 93–96%; Nature 456,485-488(2008)
Ru catalysed yne-enone coupling/Michael addition Trost, B. M., Yang, H. & Wuitschik, G. A.. Org. Lett. 7, 4761–4764 (2005).
Lu-Trost-Inoue Reaction Trost reported in 1992 that triphenylphosphine alone catalyzes the transformation when warmed to 80 – 110oC in toluene Barry M. Trost, Thomas. Schmidt J. Am. Chem. Soc., 1988, 110 (7), pp 2301–2303 X. Lu, Tetraderon Lett. 1988, 29, 1045; B. M. Trost, J. Am. Chem. Soc. 1992, 114,7933; X. Lu, Chem. Commun. 1993, 394;
PPh3 and acetic acid were necessary to isomerize alkynyl esters, whereas PPh3 alone was sufficient to isomerize the more reactive alkynyl ketones.
Jianwei Sun and Gregory C. Fu J. Am. Chem. Soc., 2010, 132 (13), pp 4568–4569 Ying Kit Chung, Gregory C. Fu, 8, 12, 9, 2009, Pages: 2225-2227