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Sharpless Asymmetric Dihydroxylation

Sharpless Asymmetric Dihydroxylation. Standard Dihydroxylation. Possible [3+2] Cycloaddition. (DHQD) 2 PHAL (found in AD-mix b) 1,4-bis(9-O- d i h ydro q uini d ine) phthalizine. Coordination of a chiral amine to the OsO 4 leads to an asymmetric complex.

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Sharpless Asymmetric Dihydroxylation

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  1. SharplessAsymmetric Dihydroxylation

  2. Standard Dihydroxylation

  3. Possible [3+2] Cycloaddition

  4. (DHQD)2PHAL (found in AD-mix b)1,4-bis(9-O-dihydroquinidine)phthalizine • Coordination of a chiral amine to the OsO4 leads to an asymmetric complex.

  5. Sharpless Asymmetric Dihydroxylation

  6. Use a Pre-mix of reagent components

  7. The Ligand Accelerates the Reaction Transfers the Chiral Information M. H. Junttila, O. E. O. Hormi, J. Org. Chem., 2004, 69, 4816-4820.

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