с o Br Br Br Br o o Br

Draw a stepwise mechanism for the following reactions, two steps in R. B. Woodward’s classic synthesis of reserpine in 1958. Reserpine, which is isolated from the extracts of the Indian snakeroot Rauwola serpentina Benth, was used at one time to manage mild hypertension associated with anxiety.

8) Show how the following conversions might be accomplished, including all reagents and intermediates. Br Y. OH

How would you synthesize the followingcompounds from benzene using thereagents from the table? Each requires 3-4steps.

Ethers/Aldehydes/Ketones SynthesisDraw and Prepare the following compounds from any simple alkyl halide having four carbons or less,cyclohexane, and/or benzene. You may also use ethylene oxide (oxacyclopropane). SHOW ALLSTEPS AND REAGENTS with arrows.

Provide reagents/conditions to accomplish the following syntheses. More than one step is required in some cases.

Mechanism of azide synthesis: Step 1: Nucleophilic substitution of alkyl halide with sodium azide to form an alkyl azide. Step 2: Reduction of alkyl azide with a reducing agent such as sodium borohydride or lithium aluminum hydride to form an alkylamine. Mechanism of alkylation of ammonia: Step 1: The alkyl halide undergoes a nucleophilic substitution reaction with ammonia gas to form an intermediate alkylamine. Step 2: The intermediate alkylamine is deprotonated by the catalyst to form the final alkylamine.

Propose a synthesis using the given starting material and any other reactants or reagents. Do not use the reagents: Sn/HCl, HNO2, CuBr2, or Pd/catalyst Heck Reaction.

3. Provide a synthetic scheme for the transformation below. Your scheme must include all reagents & intermediates and account for stereochemistry & regiochemistry where appropriate. All carbon atoms in the product must come from the starting materials provided. OH OH

Synthesize the following ether from any two alcohols. YOU MUST SHOW the complete retrosynthetic analysis as well as the reagents you would use in the forward direction.