Chapter 21: 19P (page 817)
Draw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent
a.
b.
Short Answer
a.
b.
c.
Chapter 21: 19P (page 817)
Draw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent
a.
b.
a.
b.
c.
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Get started for freeTwo naturally occurring compounds that contain stable cyclic hemiacetals and acetals are monensin and digoxin, the chapter-opening molecule. Monensin, a polyether antibiotic produced by Streptomyces cinamonensis,is used as an additive in cattle feed. Digoxin is a widely prescribedcardiac drug used to increase the force of heart contractions. Label each acetal, hemiacetal, and ether in both compounds.
What two enamines are formed when 2-methylcyclohexanone is treated with (CH3)2NH?
Draw a stepwise mechanism for each reaction.
a.
b.
Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxynonan-2-one.
a. Suggest a structure for brevicomin.
b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2-one. You may also use three-carbon alcohols and any required organic or inorganic reagents.
Devise a synthesis of each compound from cyclohexene and organic alcohols. You may use any other required organic or inorganic reagents
a)
b)
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