Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major addition product for the reaction between an ?,?-unsaturated ketone and carbon nucleophile.
The products of each reaction are drawn below.
In the top reaction, organocuprate reagents generally add 1,4, meaning to the alkene of the unsaturated carbonyl compounds. These are so-called "soft" nucleophiles, and the site of addition is a "soft" electrophile.
In the bottom reaction, grignard reagents generally add 1,2, meaning they add to the C=O of the carbonyl of unsaturated carbonyl compounds. These are so called "hard" nucleophiles, and the site of addition the "harder" electrophile.
Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major...
Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major addition product for the reaction between an a,B-unsaturated ketone and carbon nucleophile. (1) (CH, CH, Culi (2) H* (1)CH,CH,MgBr (2) H
Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major addition product for the reaction between an a,B-unsaturated ketone and carbon nucleophile. (1) (CH, CH, Culi (2) H* (1)CH,CH,MgBr (2) H
For each reaction below, predict the major addition product for the reaction between an aßunsaturated ketone and carbon nucleophile. Hac (1)CH,CH,Li (2) * (1) (CH,CH,), Culi (2) H CH
1. A Robinson annulation is a reaction that involves: (i) a Michael addition of an enolate onto an ,ß-unsaturated enone followed by (ii) an intramolecular aldol reaction. The molecule shown below (cyclohexenone X) can be made through two different Robinson annulation reactions. (A) Show the two different sets of starting materials (i.e. ketone 1 &a,p-unsaturated enone 1 and ketone 2 & a,B-unsaturated enone 2) for each Robinson annulation. Draw the reagents/reaction conditions. (B) Then pick one set and draw an...
help please! 18. Predict the reactants necessary to complete each reaction below. Be sure to include all necessary reaction conditions (3 points each) 19. Given the current global epidemic involving the novel strain of coronavirus, COVID-19, the synthesis of anti-viral medications become increasingly more important. Provide the mechanism of the reaction below and discuss the observed regioselectivity. (6 points) HOMCO2Et CO2Et Но" Т TsOH 0 20. Unknown X is an acyclic 6-carbon alkane containing an alcohol with formula C6H13Bro. Treatment...
4. Reaction Fill-ins! Predict the product(s) OR starting material of the following reactions. Remember Hydride shifts are possible if when a more stable carbocation can exist (depending on reaction mechanism)! Put your answers in the indicated boxes. H2SO4 (cat.), H20 а. 1.4-product 1.2-product Br Br HBr b. Br Major product Minor produt Minor product HCI C. 1,2-product 1,4-product HI он MAJOR prod Minor prod. e. Draw the FULL electron-pushing mechanism for the reaction in part a above, INCLUDING ALL resonance...
Predict the major product(s) , starting material(s) or suggest reagents to carry out the formations depicted below. 11. (30 pts, 3 pts each) Predict the major product(s), starting material(s) or suggest reagents to carry out the transformations depicted below. Your best 10 will count. cat. H2SO4 i. Mg, Eto i. LAH, Eto ii. CO2 iii. H3O+ Bnohd, cat. H2SO4
Q 10 - Synthesis question. Show how the starting material can be converted to the product through any of the reactions you have learned in Ochem-l and Ochem-Il. Show all the reagents you need and indicate the stereochemistry when appropriate. You do not need to show arrow pushing like in a mechanism question, only the reactions. If a chiral molecule is formed mark the chiral center with an asterisk (*) and write "racemic" below the structure. All carbon atoms in...
Predict the major organic product (s) for each reaction below. Indicate stereochemistry when relevant. Each reaction has the same starting
a Provide synthesis of the molecule below from the required starting material OH Product Starting material