Organometallic Reagents and alpha,beta-unsaturated Flashcards
1
Q
the more polar the carbon-metal bond…
A
the more reactive the organometallic rgt
2
Q
Preparation of organometallic rgts
A
a. R-X + 2 Li = RLi + LiX
b. R-X + Mg and ether = Grignard rgt
c. 2 R-Li + CuI = R2CuLi + LiI
3
Q
Reaction as a base
A
can abstract H
4
Q
Protecting groups
A
to prevent proton transfer from OH groups when using organometallic rgts
5
Q
Common PG
A
silyl ether, RO-TBDMS
6
Q
1,2-addition vs 1,4-addition
A
7
Q
alpha beta unsaturated and organometallic compounds
A
Organolithium & Grignard: 1,2-addition
Organocuprate: 1,4-addition
8
Q
Organolithium & Grignard
A
rgts: RMgX or RLi and H2O
products: allylic OH
9
Q
Organocuprate
A
rgts: R2CuLi and H2O
products: ketone still
