2b. Draw the Robinson annulation product (molecular formula provided). You donot need to show mechanistic steps or intermediates.& alNaOEt, EtOHheat요C13H16O22c. Provide the two starting materials to make the following product by a Storkenamine reaction. You do not need to show mechanistic steps.+molecule 1molecule 2 (Michael acceptor)1) RẠNH, HOAC2) molecule 23) HCI, H₂ONO2

Answered: Image /qna-images/answer/419edca2-be90-4e84-a658-5ea5633c8bef.jpg

Answered: 2b. Draw the Robinson annulation…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 12E

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1 20 What sequence of reactions will accomplish the following synthetic transformation? & A CO,H LiAlH4 B LiAlH4 H/H₂O H/H₂O CrO 3/Ht D HO-CH₂-CH₂-OH, H+ C NaBH4 HO-CH,CH)-OH, H* -CH₂-OH CH3-CH₂-OH, H+ LiAlH4 H₂O/OH H₂O2 H/H₂O OH (aq)
1. Describe the given synthetic pathway. Discuss type of reactions involved, the purpose of each reagent, and the relevance of each step. 2. Create a retrosynthetic map for the synthetic pathway in Question 1.
Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2 A. NaOH MeO D. DMP or PCC G. HBr 1 MeO B. H₂SO4, H₂O, HgSO4 E. Na₂Cr₂O7, H₂SO4, H₂O H. 1) O3; 2) DMS H 2 x I. TsCl, py The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. C. 1) BH3-THF; 2) H₂O2, NaOH F.HBr, ROOR = MeO Ill. N Me Galanthamine OH
Hand written explanation
The product below can be prepared from cyclohexanone through the following reaction sequence? A) [1] (CH3CH2)2NH, mild acid; (2) CH3CH2CH2BR; (3] HCI, H20 B) [1] CH3CH2NH2, mild acid; [2] CH3CH2CH2Br; [3] HCI, H20 ) [1] CH3OH, H+; [2] CH3CH2CH2MgBr; [3] HCI, H20 D) [1] nBuLi; (2] CH3CH2CH2Br: (3] ETNH2, mild acid E) [1] nBuLi: (2] CH3CH2CH2Br; (3] Et2NH, mild acid
If anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.
Propose a synthesis pathway for the production of the following compounds a) to e) from the givenstarting materials plus necessary organic and inorganic reagents.
Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2 A. NaOH MeO D. DMP or PCC G. HBr MeO B. H₂SO4, H₂O, HgSO4 E. Na2Cr₂O7, H₂SO4, H₂O H. 1) O3; 2) DMS H 2 The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. C. 1) BH3-THF; 2) H₂O2, NaOH F.HBr, ROOR I. TsCl, py Meo I₁, N Me Galanthamine OH
Identify the major product. Assume excess of all reagents as appropriate. HO. NazCr207 H2SO4 он
Q12. (1-bromoethyl)benzene 1 udergoes an elimination following an E1 mechanism. Fill in the following synthetic scheme by drawing the structure of intermediate 2 and product 3. The chemical formula of product 3 is provided as guidance. CH; RDS Br C3Hg E1 2 3
5. Draw the starting materials, reagents, or major products for the following reactions. a) b) c) d) R. N-NEN Ро-сно Li AIH4; H₂O Δ Et₂O 2 equiv NaOH, H₂O, Br2 NaBH3CN CH3OH pH 4.5 NH₂ + N₂ + LOH + H₂O + 2 NaBr + 2 H2O + CO2
Which compound will be the major product of the following reaction? SH Br (1) PBR3 OH (2) Na CH;SO CH3CN C S. Compound C Compound B

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