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Hideki Kubota, Jongwon Lim, Kristopher M Depew, Stuart L Schreiber 

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Presentation on theme: "Hideki Kubota, Jongwon Lim, Kristopher M Depew, Stuart L Schreiber "— Presentation transcript:

1 Pathway Development and Pilot Library Realization in Diversity-Oriented Synthesis 
Hideki Kubota, Jongwon Lim, Kristopher M Depew, Stuart L Schreiber  Chemistry & Biology  Volume 9, Issue 2, Pages (February 2002) DOI: /S (02)

2 Figure 1 Diversity-Oriented Organic Synthesis: Overall Plan Emerging from Pathway Development Studies Chemistry & Biology 2002 9, DOI: ( /S (02) )

3 Figure 2 Diversifying Positions of a Tricyclic Scaffold Derived from D-Glycal Variables include stereochemistry, the degree of hybridization, and the identity of substituents at each of the indicated sites. Chemistry & Biology 2002 9, DOI: ( /S (02) )

4 Figure 3 Stereoselectivity of Ferrier Reactions with Enantiomeric Propargylic Alcohols Chemistry & Biology 2002 9, DOI: ( /S (02) )

5 Figure 4 Reactivity Patterns Observed with Enyne Substrates in Pauson-Khand Cyclizations Chemistry & Biology 2002 9, DOI: ( /S (02) )

6 Figure 5 Reactivity Patterns of Enone Substrates in Michael Additions
Chemistry & Biology 2002 9, DOI: ( /S (02) )

7 Figure 6 Ketone Reductions and Acylations
Chemistry & Biology 2002 9, DOI: ( /S (02) )

8 Figure 7 Preparation of Substrate and Loading onto Polystyrene Macrobeads Chemistry & Biology 2002 9, DOI: ( /S (02) )

9 Figure 8 Solid-Phase Synthesis of (R)-Series Tricyclic Compounds
Chemistry & Biology 2002 9, DOI: ( /S (02) )

10 Figure 9 1H NMR Spectra of Representative Compounds after Release from Macrobeads Chemistry & Biology 2002 9, DOI: ( /S (02) )

11 Figure 10 Solid-Phase Synthesis of a Tetracyclic Product
Chemistry & Biology 2002 9, DOI: ( /S (02) )

12 Figure 11 Solid-Phase Synthesis of (S)-Series Tricyclic Compounds
Chemistry & Biology 2002 9, DOI: ( /S (02) )

13 Figure 12 Building Blocks Used for a (S)-Series Tricyclic Library
Chemistry & Biology 2002 9, DOI: ( /S (02) )

14 Figure 13 Pilot Library Realization of (S)-Series Tricyclic Compounds
Chemistry & Biology 2002 9, DOI: ( /S (02) )

15 Figure 14 LC-MS Data (UV Absorbance Traces) of Stock Solutions from 30 Beads Chemistry & Biology 2002 9, DOI: ( /S (02) )


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