What two diastereomer products would you expect for the reduction of the ketone below? Name both compounds, including the absolute stereochemistry (R,S) at each stereo center. он нс CHЗ R -CHз Нас CH3 R Нас Minor CH3 -CHз 1. NABH, Нас CHз Нас Нас OH Major -CHз R Hас CH3 Decide which diastereomer would likely be in excess using NaBH4 as the reducing agent. The most stable product would be the one that minimizes gauche interactions for the largest groups. The relative size of the groups might be counterintuitive. To be more certain you can look up "A values" to

What two diastereomer products would you expect for the reduction of the ketone below? Name both compounds, including the absolute stereochemistry (R,S) at each stereo center. он нс CHЗ R -CHз Нас CH3 R Нас Minor CH3 -CHз 1. NABH, Нас CHз Нас Нас OH Major -CHз R Hас CH3 Decide which diastereomer would likely be in excess using NaBH4 as the reducing agent. The most stable product would be the one that minimizes gauche interactions for the largest groups. The relative size of the groups might be counterintuitive. To be more certain you can look up "A values" to

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 34E

See similar textbooks

Similar questions

The reaction of 2-ethyl-1-pentene with Br2, with H2 + Pd/C, or with R2BH/THF followed by aqueous HO- + H2O2 leads to a racemic mixture. Explain why a racemic mixture is obtained in each case.
Why does the melting point (70-71) above match neither the enantiomers’ nor the racemate’s? Does it mean that the substance is impure, or perhaps isn’t even ibuprofen at all? (Racemic mixture:75-77C, Enantiomer:52-53C)
Provide the mechansim using curved arrows of the reaction of p-t-butyl phenol treated with acetic anhydride in AlCl3. Include resonance stabilized intermediates and if more than one product is formed, label them as major, minor, etc. thank you for the help
An acid–base reaction of (R)-sec-butylamine with a racemic mixture of 2-phenylpropanoic acid forms two products having different melting pointsand somewhat different solubilities. Draw the structure of these twoproducts. Assign R and S to any stereogenic centers in the products.How are the two products related? Choose from enantiomers,diastereomers, constitutional isomers, or not isomers of each other.
The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in benzene to form 2-chloro-1,2-diphenylethanol. (a) How many stereoisomers are possible for 2-chloro-1,2-diphenylethanol? (b) Given that opening of the epoxide ring in this reaction is stereoselective, predict which of the possible stereoisomers of 2-chloro-1,2-diphenylethanol is/are formed in the reaction.
Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives which alkene? Account for the stereoselectivity of each -elimination.
For the dehydrohalogenation (E2) reaction shown, draw the Zaitsev product(s) resulting from elimination involving C2–C3 (i.e., the carbon atoms depicted with stereobonds). Show the product stereochemistry clearly. If there is more than one organic product, both products may be drawn in the same box. Ignore elimination involving C2 or C3 and any carbon atom other than C3 or C2.
Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed bytreatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is thestructure of R?
Understand the structure and sketch the resultant 2 products and their relationship (stereochemistry) with one another and identify their stereocenters (R/S).
What product is formed by the [3,3] sigmatropic rearrangement of each compound?
Which of the following reagent best accomplish this transformation below? a. Li/NH3 b. H2SO4, H2O, HgSO4 c. BH3, THF d. potassium permanganate
An aldehyde reacts with 1 eqivalent of methanol in the presence of acid to give what expected product? hemiacetal acetal gem-diol racemic mixture