Organic Chemistry
dana p.
(Dana P.)
#1
Summary of Reactions 831
- Alkylation of the of carbonyl compounds (Section 19.8).
- Alkylation and acylation of the of aldehydes and ketones by means of an enamine intermediate (Sections 19.9 and 19.10).
- Michael reaction: attack of an enolate on an carbonyl compound (Section 19.10).
- Aldol addition of two aldehydes, two ketones, or an aldehyde and a ketone (Sections 19.11 and 19.13).
- Aldol condensation: dehydration of the product of an aldol addition (Section 19.12).
- Claisen condensation of two esters (Sections 19.14 and 19.15).
- CH 3 O−
- HCl +
O
2 RCH 2 COCH 3
O O
RCH 2 CCHCOCH 3 CH 3 OH
R
∆ +
O
RCH 2 CHCHCH
O
RCH 2 CH CCH H 2 O
R R
H 3 O+ or HO−
OH
O
2 RCH 2 CH
O
RCH 2 CHCHCH
R
HO−
OH
OOO
RCH RCCH 2 CR
O
RCHCH 2 CR
RCCHCR
OO
CHCR +
HO−
a,b-unsaturated
O N O
CH 2 R
O
CCH 2 CH 3
O
O
CH 2 CH 2 CH
O
- RCH 2 Br
- HCl, H 2 O
- CH 3 CH 2 CCl
- HCl, H 2 O
catalytic
H+
N
O
- CH 2
- HCl, H 2 O
O
CHCH
H
a-carbon
- LDA/THF
- RCH 2 X
O
RCH 2 CR′ RCHCR′
O
CH 2 R
- LDA/THF
- RCH 2 X
O
RCH 2 COR′ RCHCOR′
O
CH 2 R
- LDA/THF
RCH 2 C N 2. RCH 2 X RCHC N
CH 2 R
X = halogen
a-carbon
