Quiz | Synthesis and Retrosynthesis Strategies
What is the good strategy in retrosynthetic analysis?
Work backwards (from the final product to immediate precursors …)
Count the number of carbons and determine the necessary disconnections
Check the compounds available and think about the immediate possible intermediate
All of the above
Retrosynthetic analysis: always work backwards (retrosynthetic direction). Look at the final product and find the immediate precursor(s), keeping in mind the compounds you have in your toolbox. Count the number of carbons and determine the disconnections you need
Which of the following conditions results in the formation of a C-C bond?
Alkyl halide + EtONa
Alcohol + CH3SOCl2
Organometallics + alcohol
Organometallics + carbonyls
Formation of carbon-carbon bond ⇒ so far we have only seen one possibility: the reaction between organometallics and carbonyls
How to protect an alcohol?
(CH3)3COH in acidic condition
(CH3)3COH in basic condition
Li to transform it into organometallic
PBr3 to transform it into alkyl halide
Protection: convert alcohol to ether using another alcohol in acidic condition
Deprotection: protecting group removed by an acid or a base
What kind of compounds does CH3MgBr have to react with to form propan-1-ol?
Aldehyde
Ketone
Epoxide
Alcohol
Organometallics + Alcohol → Alkane + Alkoxide
What is the first step in the formation of butanone from methyl lithium and propan-1-ol?
Oxidation of propanol with Na2Cr2O7
Oxidation of propanol with PCC
Protection of alcohol
Reduction of alcohol with LiAlH4
What is the first step in the formation of 1-methylcyclohexane-1,3-diol from methyllithium and 3-hydroxycyclohexanone?
Oxidation of alcohol with Na2Cr2O7
Oxidation of alcohol with PCC
Protection of alcohol
Reduction of ketone with LiAlH4
Without protection, an alkoxide is formed