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Stereochemistry of Diols from Alkenes

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Question #1

Give the IUPAC name of the major organic product of the following two-step synthesis. Pay attention to stereochemistry if appropriate.

The major organic product of the previous two-step synthesis is ...

a. ... chiral and only a single stereoisomer is formed.
b. ... a racemic mixture.
c. ... not chiral.

Question #2

Give the IUPAC name of the major organic product of the following two-step synthesis. Pay attention to stereochemistry if appropriate.

The major organic product of the previous two-step synthesis is ...

a. ... chiral and only a single stereoisomer is formed.
b. ... a racemic mixture.

c. ... not chiral.

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Solution Summary

The stereochemistry of the products from reactions of alkenes to form diols. Full structures are shown and all sterochemistries are shown and assigned. Citations are given.

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These questions are a piece of cake...However....

I know Li, CH3CH2NH2 along with NH4Cl gives a trans alkene

What I don't understand is how can we have a trans alkene reaction with OsO4 . I suspect there has to be rotation.

Question #1

Give the ...

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