13.38 Compute the overall percent yield of the following proposed synthesis. The percent yield of each synthetic step or sequence of steps is provided above the appropriate reaction arrow. 92% 84% 80% 80% 1. NaNH2 1. NaNH, HO PBR3 Br HC=CH, NaNH2 HC=CH H3C-C=CH 2. CH3I 2.A 3. НС 84% 91% 77% Br 1. NANH, PBr3 CH;SH 2. 3. НСI SCH3

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The proposed synthesis in Problem 13.38 is a linear scheme. Using the same starting compounds and the same types of reactions shown in the proposed synthesis, construct a convergent synthesis that might produce the same target in a higher yield.

13.38 Compute the overall percent yield of the following proposed synthesis. The percent yield of each synthetic step or
sequence of steps is provided above the appropriate reaction arrow.
92%
84%
80%
80%
1. NaNH2
1. NaNH,
HO
PBR3
Br
HC=CH, NaNH2
HC=CH
H3C-C=CH
2. CH3I
2.A
3. НС
84%
91%
77%
Br
1. NANH,
PBr3
CH;SH
2.
3. НСI
SCH3
Transcribed Image Text:13.38 Compute the overall percent yield of the following proposed synthesis. The percent yield of each synthetic step or sequence of steps is provided above the appropriate reaction arrow. 92% 84% 80% 80% 1. NaNH2 1. NaNH, HO PBR3 Br HC=CH, NaNH2 HC=CH H3C-C=CH 2. CH3I 2.A 3. НС 84% 91% 77% Br 1. NANH, PBr3 CH;SH 2. 3. НСI SCH3
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