problem set 3 solution

CHEM212ProblemSet3 2:showthemaiorproduc't reactions Question ortherotlowing (Hn *aO

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i) OsO+ #

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ii) H2o2

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Question4: Drawthe expec'tedfinal product based on the rcaction sequence given (Rememberto keep in mind stercochemistry!).

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cH3cooH #

Hzo

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HBr

NaOCH3

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D)

Br

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NaocH3 -Hs(oAc)2 € #

NaBHa,HO€

a+

H2SO4 ---_-># Heat

i) BH3'THF

ii) Ho-, H2o2

OH

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H2 € Lindlars Catalyst

HBr ---------->

NaOCH3 #

i) OsO4 ------------> ii) H2o2

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Question4: Drawthe expectedfinal product based on the rcaction sequenoe given (Rememberto keep in mind stercochem:stryl).

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lLo

i) BHs.THF € ii) Ho-, H2o2 addition)

r)Bb'

mr q% r)-

i) Hg(OAc)2 H2 + + Lindlars ii) NaBH4,HO'

KOH ---------------=

KOCH3 --------------)

HCI ------+

MCPBA ----------------

cHscooH

+

Hzo

oc!+r -t'-

NaOCH3 HBr ---------------->+

i) OsO4 -> ii) H2o2

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