Question

For one of the two reactions below, please o reactions below, please show a complete arrow-pushing mechanism that accounts for the transformation shown (you can show the transformation shown (you can show the mechanism towards either antiomer). Clearly cross out the mechanism you do not want graded. (10 pts) ОН 1. BH3. THE 2. H2O2, sodium hydroxide 1. Br2, H2O 2. NaOEt, ethanol

Answer 1

1. Bl THF 2. Naon Whor step-1 syn addihon of BH3 to he bond H (Hydnagen wi add to the move subohhated end of the c double bond because hiydhogen auill tace lem steois efdect aith c (met ghout (4membened Tharoihon Steate Sym additioy CH2 (The belou sace io blocked by the large meth Cs) houp so adaihon ot BH ui occun fnom the uppen farey cH3 H NaoH/ Hror Mechaniom Ho H-O-8 Cde bmctonated thydnopenoxide in mohe nudeophidi than penoxide .. H- (1zepuloion occus fnom the neighbouning oxygen tone pair and due to 4tiis hejubion negehve chrange on GXygen witk bea mone Mueleophitic in natune).

Nacantz p'opbitah of Bonon accept the ucdaaphite 5A (Dhining re cleavage of the weak -80 CHy O13 H2 OH Cpne duct)

CH 9 1 Bhr/H26 Cformahon of Bnomonum ion to the le hindened Sale af the doubde bond Blo qnhaddihon af Hroto the Bhamonim panhan poihve change build up on SN-iKe tnanoihan State 18 stabitized by the auky(-y) gnaup aith Hypen congugahon and tetec) 1on Blo No Nao Et/Elot (SH heaution mveroion occuny (phoduet