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Last updated 10:39 PM on 7/25/26
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26 Terms

1
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<p>why is this the major product</p>

why is this the major product

so the major, ph is a large substituent methyl is meduium and H is small. the Me-Li attacks at an angle greater than 90 degree, thru the H, so more favoured. this called Felkin control

<p>so the major, ph is a large substituent methyl is meduium and H is small. the Me-Li attacks at an angle greater than 90 degree, thru the H, so more favoured. this called Felkin control</p>
2
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<p>justify this</p>

justify this

polar model, where Cl is 90 degrees to carbonly

<p>polar model, where  Cl is 90 degrees to carbonly</p>
3
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<p>whats happening here</p>

whats happening here

chelation model

<p>chelation model</p>
4
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so whats difference between the chelation model and carbonyl model

Rule for chelation,

polar group must have lone pairs, but not halogen

2)metal of nucleophile needs to be m2+ or m3+ to be a good lewis acid. but can be lithium if reaction a is not an aldol reaction or b) polar group is O or N, not S

5
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<p>why is anti more major</p>

why is anti more major

BF3 group disacitated dipole carbon to oxygen but also dipole on C-O single bond, the dipoles oppose on left hand side which is more stable bc theyre opposite direction, right hand are parallel so reinforce eachother, Nu attacks from bottom near H hence why major

<p>BF3 group disacitated dipole carbon to oxygen but also dipole on C-O single bond, the dipoles oppose on left hand side which is more stable bc theyre opposite direction, right hand are parallel so reinforce eachother, Nu attacks from bottom near H hence why major</p>
6
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<p>might be a little difficult but whats the newman projection of this</p>

might be a little difficult but whats the newman projection of this

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7
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<p>newmann of this</p>

newmann of this

<p></p>
8
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<p>for this reaction, hydroboratin, what are the general rules</p>

for this reaction, hydroboratin, what are the general rules

1)Boron ends up on less hindered end

2)oxidation occurs with retention of configuration

9
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<p>why is this the ratio</p>

why is this the ratio

small group is hydrogen, 90 degrees is the biggest group, so bc Hydrogen is sterically less hindered, buti in the equillibirum, theres a bit of steric clash with Ph and the BH2 group so hence disfavoured.

two get newmann to look like molecule, the substituents shifted one to the left. so OH took H position, H took Me posotion Me took OH position

<p>small group is hydrogen, 90 degrees is the biggest group, so bc Hydrogen is sterically less hindered, buti in the equillibirum, theres a bit of steric clash with Ph and the BH2 group so hence disfavoured.</p><p>two get newmann to look like molecule, the substituents shifted one to the left. so OH took H position, H took Me posotion Me took OH position</p>
10
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<p>advantage of using 9BBN</p>

advantage of using 9BBN

its more selective for some major isomer of product by >95: >5 regioisomeric control

11
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<p>this makes</p>

this makes

mostly stays the same with the ch and h flipping

<p>mostly stays the same with the ch and h flipping</p>
12
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<p>whats going on here</p>

whats going on here

draw the ring as a circle and this is whats favoured due to less teric clash

<p>draw the ring as a circle and this is whats favoured due to less teric clash</p>
13
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<p>explain this</p>

explain this

same concept but remember to switch substituents around

<p>same concept but remember to switch substituents around</p>
14
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<p>how do we get from reactant to product</p>

how do we get from reactant to product

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15
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<p>whats the prodcuts for these and its reasoning</p>

whats the prodcuts for these and its reasoning

mCPBA is the same reason for the one before, the one below

<p>mCPBA is the same reason for the one before, the one below</p>
16
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the onzoloysis mechanism

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17
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reminder of how sn2 reactions go which then expains SE2 reactions

metal or psuedo group (silicon) attacks the electrophile

<p>metal or psuedo group (silicon)  attacks the electrophile</p>
18
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<p>we can see in SE2 reaction the silicon group has gone, whats happening here</p>

we can see in SE2 reaction the silicon group has gone, whats happening here

the p orbital is adjacent to the silicon carbon on the adjacent carbon the p orbital of sillyl is positive bringing greater stability bc sillyl is electropositive. This is beta silyl carbon

<p>the p orbital is adjacent to the silicon carbon on the adjacent carbon the p orbital of sillyl is positive bringing greater stability bc sillyl is electropositive. This is beta silyl carbon</p>
19
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Draw out the attack of TiCl4

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20
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<p>why is this the ratio</p>

why is this the ratio

theres steric clash in the tbu and methyl. the substituents swap. the enantiomer is made with diff starting material

<p>theres steric clash in the tbu and methyl. the substituents swap. the enantiomer is made with diff starting material</p>
21
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whats chelation control

something reacting 90 degrees to alkene

22
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<p>why is this the case</p>

why is this the case

steric hindrance in disfavoured one by the me groups

<p>steric hindrance in disfavoured one by the me groups</p>
23
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<p>why is this much less diastereoselective</p>

why is this much less diastereoselective

because h and me do have a steric clash, its still not by match

<p>because h and me do have a steric clash, its still not by match</p>
24
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<p>why is this the major </p>

why is this the major

pseudoaxial

<p>pseudoaxial</p>
25
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<p>whys this the major</p>

whys this the major

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26
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<p>why is this favoured</p>

why is this favoured

because the r group is near H which is a small substituent