Compound 1 has been shown to be a useful precursor in the synthesis of natural products. (Org. Lett. 2004, 6, 4439-4442). In principle, four stereoisomers are possible when this compound is subjected to catalytic hydrogenation. Draw these stereoisome and describe their relationships. НО.. OH ? Modify the four structures below, as necessary, to draw the four stereoisomers that are possible from catalytic hydrogenatione compound 1. Use the single bond tool to interconvert between double and single bonds..

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Compound 1 has been shown to be a useful precursor in the synthesis of natural products. (Org. Lett. 2004, 6, 4439-4442). In
principle, four stereoisomers are possible when this compound is subjected to catalytic hydrogenation. Draw these stereoisomers
and describe their relationships.
HO
O
OH
H₂ - ?
Pt
Modify the four structures below, as necessary, to draw the four stereoisomers that are possible from catalytic hydrogenation of
compound 1. Use the single bond tool to interconvert between double and single bonds.
Transcribed Image Text:Compound 1 has been shown to be a useful precursor in the synthesis of natural products. (Org. Lett. 2004, 6, 4439-4442). In principle, four stereoisomers are possible when this compound is subjected to catalytic hydrogenation. Draw these stereoisomers and describe their relationships. HO O OH H₂ - ? Pt Modify the four structures below, as necessary, to draw the four stereoisomers that are possible from catalytic hydrogenation of compound 1. Use the single bond tool to interconvert between double and single bonds.
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