Propose an efficient synthesis for the following transformation: OH The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B C D t-BUOK HBr, ROOR Na2Cr₂O7, H₂SO4, H₂O HBr E G H H2, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H₂SO4 1 J K L 1) LIAIH4; 2) H3O* DMP or PCC conc. H₂SO4, heat 1) BH3-THF; 2) H₂O₂, NaOH

Propose an efficient synthesis for the following transformation: OH The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B C D t-BUOK HBr, ROOR Na2Cr₂O7, H₂SO4, H₂O HBr E G H H2, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H₂SO4 1 J K L 1) LIAIH4; 2) H3O* DMP or PCC conc. H₂SO4, heat 1) BH3-THF; 2) H₂O₂, NaOH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter9: Alkynes: An Introduction To Organic Synthesis

Section9.SE: Something Extra

Problem 40AP

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