Draw any retrosynthetic sequence where a cyclic hydroxyl retron can be retrosynthesized into an appropriate cyclic alkene, where the cyclic alkene can be retrosynthesized into an appropriate cyclic alkyl halide. While you are allowed to work out this problem synthetically, please do not make final response in the forward synthetic direction.

Draw any retrosynthetic sequence where a cyclic hydroxyl retron can be retrosynthesized into an appropriate cyclic alkene, where the cyclic alkene can be retrosynthesized into an appropriate cyclic alkyl halide. While you are allowed to work out this problem synthetically, please do not make final response in the forward synthetic direction.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter26: Aldol And Claisen Reactions

Section: Chapter Questions

Problem 26E

See similar textbooks

Similar questions

For the given synthetic scheme and using the six given reagents, identify the correct reagent set that each set of steps requires. Then, draw the structure of the synthetic intermediate in the sequence.
Show how you would synthesize the target compound ne right from the starting compound on the left. Show reagents and conditions, and the structures of important intermediate compounds. Do not show any (arrow pushing) mechanism. Ignore stereochemistry in this question.
Alcohols react with sulfonyl chlorides to form sulfonate esters. Only the O-H bond of the alcohol is broken in the reaction, and so no inversion of configuration occurs. The resulting sulfonate esters are reactive in SN1 and SN2 reactions since the sulfonate group is a very weak base and is therefore a good leaving group.Draw curved arrows to show the movement of electrons in this step of the mechanism.
In a Wittig reaction, a ketone or aldehyde reacts as an electrophile with a nucleophile called a Wittig reagent (or phosphonium ylide) to produce an alkene. The Wittig reagent is commonly synthesized first in a two-step process beginning with an alkyl halide, then reacted with the carbonyl compound. In this problem, you'll explore the mechanism of a multi-step synthesis to make an alkene using the Wittig approach.
The following molecules are subject to substitution (SN1 or SN2) reaction conditions. a) Identify if the leaving group (-Br) is attached to a 3°, 2°, 1°, or methyl Carbon. b) Rank the molecule with respect to their SN1 reactivity, with 1 being the fastest and 4 being the slowest. c) Rank the molecule with respect to their SN2 reactivity, with 1 being the fastest and 4 being the slowest. Br Br CH3B Br a. type of Carbon on C-Br b. SN1 reactivity (1 fastest, 4 slowest) c. SN2 reactivity (1 fastest, 4 slowest)
1. Show how to carry out the following transformation. N- ? Show all required reagents and the product after each step. You do not have to use curved arrows. Automatic zero points if any of the following are not adhered to: o All carbon-containing reagents that you use cannot contain more than two carbons each. Benzene-containing reagents are exempt. One of your reagents must be the Wittig reagent!!! You are not allowed to use any reactions we haven't yet covered.
Give a mechanism for the following reaction. Indicate electron flow with arrows. Show the structures of intermediates. Be sure your mechanism explains the observed stereochemistry (syn or anti) and regiochemistry (Markovnikov or anti-Markovnikov).
Draw all steps in a proposed synthetic pathway to convert the given starting material to the indicated product below.You can use any inorganic reagent and any organic reagent that contains up to twocarbons. These conversions may take more than one step. Include all required reagents (solvent is not required), mechanisms are not required.
Provide an arrow pushing mechanism for the following transformation. Draw out a representation of the transition-state in the rate-determining step.
Draw the major product of the following sequence of reactions. Draw out each intermediate for partial credit.
The transformation below takes place by two distinct reactions. Intermediate A is formed in the first reaction and then this goes on to the product in the second reaction. Provide a complete curved-arrow mechanism for all steps of both reactions.
Mechanism: Show a detailed reaction mechanism for the following reaction. Include the structure of the expected products and appropriate stereochemistry for all steps. Assume all reagents are in excess.