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conc. H,SO heat HBr NaBr DMF A) NaSCH DMSO B) H.O. H,SO die a D E NaOH NaOCH KOC(CH) Bry Br HO peroxide G H @ 12 to 1o to 1 K NaBH CH,OH Nall 1) LAIH 2) H.O ) ( D 1) Hg(OAc), H20 DH (Ac), CH,OH ) BH;•THF 2) NaBH, 2) NaBH, 2) H30, OH , M N MgBr Mg 1) CH,MgB THE 2) H0 ) 2)H,0 T U V to w X CH,BE PBry MCPBA TSCI ру K_CrO; H SO 2 PCC CH.CH Y Z (1 (3 4 3.) 自 Give the shortest sequence of letters (ex. ABC) corresponding to the reaction conditions required to perform the following transformation. ? он Y Save Work

OH ☺ ? 比 conc. H,SO HBr NaBr DMF NaSCH DMSO H20 H.SO4 heat AJ DJ sie te NaOH NaOCH KOC(CH) Bry Bry H,0 peroxide G 1 J 1) Hg(OAc), H30) H (Ac), CH,OH 1) BH•THF DHg 2) NaBH 2 2) NaBH 2 2) H,O, OH M N e to do to 10 to yol NaBH CH,OH P 1) LAIH ) 2)H,0 ) MgB Mg THF vi 1) CH,MgBr 2) H20 T 2) H0 S U v] w X CH,BE PBr Ꭲ TSCI ру PCC CHÚC MCPBA ཁ K_C1,0 H-SO 2 Y 3 2.) Give the shortest sequence of letters (ex. ABC) corresponding to the reaction conditions required to perform the following transformation. ve