Choose which enantiomer of diethyl tartrate is used to prepare the epoxides shown using a Sharpless epoxidation. (a) H₂CH₂C CH₂ (b) 0 Subr OH (-)-diethyl taratev (+)-diethyl tartrate (-)-diethyl tartrate ry Entire Group remain G [References
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- (-)-Hyoscyamine, an optically active drug used to treat gastrointestinal disorders, is isolated from atropabelladonna, the deadly nightshade plant, by a basic aqueous extraction procedure. If too much base is used during isolation, optically inactive material is isolated A) explain this result by drawing a stepwise mechanismWhich reaction below give a par of diastereomers and Why?(−)-Hyoscyamine, an optically active drug used to treat gastrointestinal disorders, is isolated from Atropa belladonna, the deadly nightshade plant, by a basic aqueous extraction procedure. If too much base is used during isolation, optically inactive material is isolated. (a) Explain this result by drawing a stepwise mechanism. (b) Explain why littorine, an isomer isolated from the tailflower plant in Australia, can be obtained optically pure regardless of the amount of base used during isolation.
- Compound W shows stereoisomerism. Why are such isomers formed in approximately equimolar quantities no matter the synthetic pathway used for the preparation of the compound?Explain this observation: Ethyl 3-phenylpropanoate(C6H5CH2CH2CO2CH2CH3 ) reacts with electrophiles to afford ortho- and para-disubstituted arenes, but ethyl 3-phenylprop-2-enoate (C6H5CH=CHCO2CH2CH3) reacts with electrophiles to afford metadisubstituted arenes.Hydrogenation of alkene A with D2 in the presence of Pd-C affords asingle product B. Keeping this result in mind, what compound is formedwhen A is treated with each reagent: (a) mCPBA; (b) Br2, H2O followedby base? Explain these results.
- Optical active compound 1-chloro-3-methylcyclopentane was reacting withpotassium t-butoxide in t-butanol. Two alkene products were obtained. Themain product was optically active, and the secondary product was notoptically active. What are the two products?What allylic alcohol and DET isomer are needed to make each chiralepoxide using a Sharpless asymmetric epoxidation reaction?Provide the missing starting material, reactant or product. Show appropriate stereochemistry. a) b)
- Identify compounds A – E of the reaction sequence shown in Scheme III, making sure to include stereochemistry as appropriate.a) Identify compound A in Scheme III. b) Identify compound B in Scheme III. c) Identify compound C in Scheme III. d) Identify compound D in Scheme III. e) Identify compound E in Scheme III.Treatment of α,β-unsaturated carbonyl compound X with base forms the diastereomer Y. Write a stepwise mechanism for this reaction. Explain why one stereogenic center changes conguration but the other does not.OChem help... Complete the following reaction sequence: Indicate regiochemical/stereochemical details as relevant. Provide the stepwise mechanism for the following... (see image)