Asymmetric Synthesis Flashcards

1
Q

How do you calculate enantiomeric excess from the molar ratios of two enantiomers?

A
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2
Q

How do you calculate the molar ratios of two enantiomers from the enantiomeric excess?

A
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3
Q

Draw the transitionstate when a carbonyl containing compound reacts with R-CBS and BH3

A
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4
Q

Write down the mnemonic for R-CBS

A
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5
Q

What controls the face of epoxation when using m-CPBA?

A

Attacks from the least hindered site unless directed by hydrogen bonding

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6
Q

Which side does (+/-)-tartrate add the epoxide to?

A

(-)-tartrate - top face

(+)-tartrate - bottom face

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7
Q

Draw the mnemonic for sharpless epoxidation

A
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8
Q

Draw the transition state for sharpless epoxidation

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9
Q

Write down the mnemonic for salen molecules

A
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10
Q

if you have 2-cyclohexenol and you want to Hydroxylate it with OsO4 how do you control which face is added to and why?

A

TMEDA adds e- density allowing for hydrogen bonding and dihydroxilating the same face.

Otherwise sterics will cause it to happen on the least hindered face

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11
Q

Write down the mnemonic for AD mixes

A
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12
Q

When the stereochemistry for an enolate to form an aldol is controled with a metal, what do the transition states look like and how does it effect the product?

A
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