Solutions_Manual_for_Organic_Chemistry_6th_Ed 254

Solutions_Manual_for_Organic_Chemistry_6th_Ed 254 - 11-43 +...

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Unformatted text preview: 11-43 + 11-44 Major product for each reaction is shown. (a)� (c)� (dl O (el O 0 Note that (d), (e), and produce the alkene. (c) V COOCH2CH3 (a) CH3CH2CH2COOCH3 (d) CH3CH20-OP-OHCH3 CH2 +HN CI(y 0-�-CH3 Cl-�-CH3 pyridine V 0 + a m de chletohrianesulfonyl (a) HO", �H SOCl2 C� S-retention HO', -.;H pTyrisCdiIne TSO� KEr R-inversion (c) HO", �H pTyrsCdi iIne TSO� R-inversion cis trans-rearranged (b)� cis + trans cis + trans (t) rearranged ( f) , same I o I II h- 11-45 o o II II I .. o 11-46 /� _ S . .. (b) / "-..../ "-..../ _ . S S Alt�rnatlvely, PBr3 c()uld be used, /"-.� .../ _ . S .. S c ould use NaOH if kept cold to avoid elimination 2 47 ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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