Epoxides Flashcards
1
Q
Whenever epoxide is the SM, we will ____
A
open it to reduce ring strain.
2
Q
In basic environments, Nu attacks the ___ substituted side.
In acidic environments, Nu attacks the ___ substituted side.
A
less
more
3
Q
Familiar Good Nucleophiles
A
RO-, HO-, RS-
-CN, -N3, R2NH
4
Q
New Nucleophiles
A
LiAlH4, RMgBr, RLi, R-C≡CNa
5
Q
Hydride & organometallic nucleophiles are exceptionally ____. Use ____ & avoid ____. They can only attack certain kinds of electrophiles: ____ & ____.
A
strong bases. Use ether solvents & avoid protic solvents.
They can only attack certain kinds of electrophiles: epoxides & carbonyls.
6
Q
Hydride reagents (H- Nu)
A
LiAlH4 (aka Lithium Aluminum Hydride)
7
Q
Organometallic reagents (C- Nu)
A
RMgBr, RLi, R-C≡CNa
