4_15_05 - Massachusetts Institute of Technology Organic...

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Massachusetts Institute of Technology Organic Chemistry 5.512 April 15, 2005 Prof. Rick L. Danheiser Unit 5 Stereocontrolled 1,2-Addition of Allylmetal Compounds to Carbonyl Groups Introduction: Mechanism and Transition States Substrate Control: Addition of Achiral Allylmetals to α− Chiral Aldehydes Reagent Control: Addition of Chiral Allylmetals to Achiral Aldehydes Reagent Control: Addition of Allylmetals to Achiral Aldehydes (w/ Chiral Lewis Acids) Allylboron Compounds B 2 H. C. Brown 1912-2004 See reviews previously cited and "Recent Advances in the Activation of Boron and Silicon Reagents for Stereocontrolled Allylation Reactions", Kennedy, J. W. J.; Hall, D. G. Angew. Chem. Int. Ed. 2003, 42, 4732 Photograph removed due to copyright reasons.
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Allyltitanium Compounds Reviews: "Synthesis and Reactivity of Allyltitanium Derivatives" Szymoniak and Moise, C. In Titanium and Zirconium in Organic Synthesis , Marek, I., Ed.; Wiley-VCH, 2002, pp 451-474. "Chiral Titanium Complexes for Enantioselective Addition of Nucleophiles to Carbonyl Groups"
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4_15_05 - Massachusetts Institute of Technology Organic...

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