4_13_05 - Crotymeta Add ons to Ch ra dehydes General...

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Massachusetts Institute of Technology Organic Chemistry 5.512 April 13, 2005 Prof. Rick L. Danheiser Unit 5 Stereocontrolled 1,2-Addition of Allylmetal Compounds to Carbonyl Groups i i iti l iti i l Allyl l i l Al l iti i l Allyl l i l Al l iti llyl l i l Al (w/ i l i i ) iti i l Allyl l i l Al l l iti i ( i i i l i ) l iti i l Al Introduct on: Mechan sm and Trans on States Substrate Contro : Add on of Ach ra meta s to α− Ch ra dehydes Reagent Contro : Add on of Ch ra meta s to Ach ra dehydes Reagent Contro : Add on of A meta s to Ach ra dehydes Ch ra Lew s Ac ds Add on of Ch ra meta s to α− Ch ra dehydes Croty meta Add ons: 3,4-Stereochem stry Intr ns c D astereose ect on
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Unformatted text preview: Crotymeta Add ons to Ch ra dehydes General References Allylation of Carbonyls: Methodology and Stereochemistry, Denmark, S. E.; Almstead, N. G. In Modern Carbonyl Chemistry ; Otera, J., Ed.; Wiley-VCH, 2000, pp 299-402. Recent Applications of the Allylation Reaction to the Synthesis of Natural Products, Chemler, S. R.; Roush, W. R. In ; Otera, J., Ed.; Wiley-VCH, 2000, pp 403-490. "Catalytic Enantioselective Addition of Allylic Organometallic Reagents to Aldehydes and Ketones", Denmark, S. E.; Fu, J. Chem. Rev . 2003 , 103 , 2763-2793....
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