1/41
Looks like no tags are added yet.
Name | Mastery | Learn | Test | Matching | Spaced |
---|
No study sessions yet.
Conjugated dienes
cis: same side
trans: opposite sides (more stable)
spirobicycles
2 rings connected by a single atom
Fused bicycles
2 rings that share 2 atoms
bridged bicycles
2 atoms that share more than 2 atoms
Diels alder reactions
are faster when 1 SM has an electron withdrawing group and the other has an electron donating group
Heat
the only necessary reagent for diels alder reactions
exo
substituent points to smaller bridge
endo
substituent points to bigger bridge
limitations to endo/exo
Can not be used for bridges that are the same size
type of reaction diels alder is
addition reaction
cycloaddition reactions
number of bonds formed
3 pi bonds → 1 pi + 2 sigma
types of dienes
isolated: sp3 carbon with no delocalized electrons
cumulative: sp hybridized carbon
conjugated: delocalization is possiblr
oxidation of aldehydes in carbohydrates
forms carboxylic acids
reagents of oxidation
AgNO3, NH3, Ag2O, NaOH
CuSO4, NaOH,
Br2,H2O
addition reactions of carbonyls reagents
-CH3OH/cat acid
- PhCh2SH/cat acid
-NaCN/H2O
-RONH2/PH6
-NaBH4/CH3OH
-CH3NH2/PH6
-PhNHNH2/PH6
CH3OH/cat acid
PhCh2SH/cat acid
NaCN/H2O
RONH2/PH6
NaBH4/CH3OH
CH3NH2/PH6
PhNHNH2/PH6
addition and acylation reactions of hydroxyls reagents
-everything is in excess!
-CH3I/NaH
-(CH3O)2SO2/NaOH
-PhCH2Br/NaH
-PhCOCl/N(CH2CH3)3
-CH3COOCOCH3/pyradine
CH3I/NaH
(CH3O)2SO2/NaOH
PhCH2Br/NaH
PhCOCl/N(CH2CH3)3
CH3COOCOCH3/pyradine
reducing sugar
must contain an aldehyde or hemiacetal
N-Terminus protecting groups
use base
BOC2O
CBZ
FMOC
C-terminus protecting groups
use acids (i.e H2SO4)
OtBu
OBn
OMe
DCC
- acylating agent used to form peptide bonds
-helps add amino acids with protecting groups onto other amino acids
isoelectric point
Ph where the molecule carries no electrical charge
Products of diels alder
H2O/H2SO4
- can break acetals/ketals into mixed alcohols
-can not work on OCH2Ph unless it is an anomeric alcohol
CH3OH/H2SO4
-only works on anomeric alcohol