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Solutions_Manual_for_Organic_Chemistry_6th_Ed 213

Solutions_Manual_for_Organic_Chemistry_6th_Ed 213 -...

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9-37 continued o 1 ) Sia2BH I I (g) H -C:: C -CH2CH2CH3 from (b) H-CCH2CH2CH2CH3 (h) H 2 0 H-C::C-CH2CH2CH3 from (b) H2S04 HgS04 NaNH2 ° I I H3C -CCH2CH2CH3 (i) HC::C-H ---t .. HC:: C: alkene must be cis to produce the (±) product from anti addition NaNH2 Review the stereochemistry in the solution to Problem 8-35, p. 171 o f this Solutions Manual. Lindlar catalyst 1) NaNH2 U) HC::C-H -- -t .. HC::C: Na + -- -l"� H C-C::C-CH 2) CH31 3 3 2 catalyst Alternatively, trans-but-2-ene could be anti-hydroxylated with aqueous peracetic acid. OS04 H 1 Lindlar H3C CH 3 \ I C=C Review the stereochemistry in the solution to Problem
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