Chapter 21

Question 1

R-Li, R-MgBR, LAH

Answer 1

incompatible with alcohols

Question 2

Aldehyde

Answer 2

not compatible if epoxide is there

Question 3

C-C bond forming strategies

Answer 3

-organometallic coupling
-rxn of Nu c with E c

-cant join two nuc or two e but you can reverse polarity
-Can use Mg if Br or can use PPh3

Question 4

NaBH4

Answer 4

will only reduce aldehydes, ketones, imines but not much else
-will not reduce esters, amides, nitriles, carb acid

Question 5

R-Li/R-MgBr

Answer 5

will react selectively at the c=o carbon
-will ignore other double bonds

Question 6

R2CuLu

Answer 6

react slectively with the B-C of an alpha-B unsaturated c=o

Question 7

H2/ Pd/c

Answer 7

selectively reduce c=c, ctripplec, aldehyde but not other c=o

Question 8

Protecting groups

Answer 8

allow us to protect a functional
-protect, desrired, deprotect
group from an undesired rxn
-TMSCl or TBSCl

deprotecting use TBAF or H2O

Question 9

Aldehyde and Ketone protection

Answer 9

-protect as an acetal
-deprotect with H3O
-TSOH, OHcOH
-makes it a cyclic ring