Solutions_Manual_for_Organic_Chemistry_6th_Ed 216

Solutions_Manual_for_Organic_Chemistry_6th_Ed 216 - the mes...

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9-42 Diols are made by two reactIons fRom Chapter 8 and revisIted in 9±1 (d): either syn-dihydroxylatIon with Os04' or anti±dihydroxyLation vIa an epoxIde using a peroxyacid and water. As thIs probleM says use Inorgan³c reagents, the solutIon sHown here wIll use ´S04µ ¶eca·· the stereochemIcal requirements of syn addIt¸on as outl¸ned IN this ¹olutions ºanual» p¼ 171, Prob·eM 8²35: ½¾¿Àa·kene + syn addition meso ½¾¿ÁalKene + anti add¸tion raceÂc (±) TÃÄÅ¿ÀaÆkEnÇ + syn addition racemÈc (±) TÉÅ¿ÁalKene + anTi addition mes² PaÊt
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Unformatted text preview: the mes isomer so syn addItIon wIll have to occur oN the akeNE PAr (b) wil requIre syn addition to the alkene t gve the () product (a) (b CC CC a+ alkene must be to prdUce the MEs poduct from syn addItion s eductn is done wth indlar catalyst to produce the alkene a2 OS0 . CC CC a alkene must be T to produce the () product from syn additIon so reductIon is done wth 3 OS04 f \ 209 . indLa catalyst a . 3 a2 "! Bf i -c:cJ a2 b f I c:cj...
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