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IN Class problem wittig rea_F07

IN Class problem wittig rea_F07 - In Class Problem...

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In Class Problem Synthesize the following compounds using a Wittig reaction in one of the steps. You can use any organic or inorganic reagents necessary, but all sources of carbons should come from alcohols containing four or fewer carbons, or benzene. H H
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H H + PPh 3 - + O H H OH Br Br Retrosynthesis H H + PPh 3 - O H H OH Br Br Synthesis Br 2 FeB r3 H 2 /Pt 1000 o C 100 psi 1) PPh 3 2)n-BuLi PCC + PPh 3 - + O H H + OPPh 3
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R e t r o s y n t h e s i s : O + P h 3 P _ C l O H P P h 3 B r + O H H O _ O H H O o p t i o n 1 o p t i o n 2 S y n t h e s i s : o p t i o n 1 C r O 3 O H O H O S O C l 2 p y r i d i n e C l 2 . n - B u L i 1 . P P h 3 P h 3 P _ P h 3 P _ O + o p t i o n 2 y o u s h o u l d b e a b l e t o f i g u r e o u t . S a m e r e a c t i o n s , d i f f e r e n t c o m p o u n d s .
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R e t r o s y n t h e s i s : O + P h 3 P _ n o t e t h a t t h i s k e t o n e h a s 5 c a r b o n s . T h e r e f o r e I n e e d t o d o a n o t h e r c a r b o n - c a r b o n b o n d f o r m i n g r e a c t i o n t o m a k e i t . I d o n ' t k n o w h o w t o f o r m a C - C b o n d a n d a k
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