0243Pb51-09.cwk (WP)

0243Pb51-09.cwk (WP) - structures to 1 and 2 , and explain...

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Problem 51, Chemistry 0243 - 2009 (a) Predict the major product when the following compound is treated with strong base, such as tert -butoxide: C(CH 3 ) 3 Br D D H H (CH 3 ) 3 C—O (CH 3 ) 3 C—OH ? CH 3 b) Compounds 1 and 2 share the two possible diastereotopic structures and give different alkene product mixtures when treated with sodium ethoxide in ethyl alcohol. Assign
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Unformatted text preview: structures to 1 and 2 , and explain these results mechanistically. TsO = Leaving Group. Hint: Think 3-D! OTs CH 3 CH 3 CH 3 CH 3 Na + OCH 2 CH 3 _ HOCH 2 CH 3 HOCH 2 CH 3 _ Na + OCH 2 CH 3 + 1 and 2 1 2...
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This note was uploaded on 03/02/2010 for the course CHEM orgo taught by Professor Jones during the Fall '10 term at NYU.

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