What is an appropriate stepwise synthesis for the following synthesis that uses 1-propanol as the only source of carbon and any other reagents as needed? CH3CH2CH2OH CH3CH2CH2CHCOCH2CH2CH3 CH3 O A. 1-propanol reacts with PCC/CH2Cl2 to yield an intermediate that reacts with LDA to yield intermediate X, which has a resonance form Y. 1-propanol also reacts with PCl3 to yield an intermediate Z that reacts with intermediate X, which undergoes the following series of reactions to yield the product: 1. Na2Cr2O7/H2SO4/H2O; 2. Excess CH3CH2CH2OH/H2SO4. OB. 1-propanol reacts with PCC/CH2Cl2, then the product reacts with LDA to produce intermediate X, which has resonance forms. 1-propanol reacts with PCl3, then the product reacts with intermediate X to yield intermediate Y. Intermediate Y reacts with NaBH4/CH3OH to yield the product. SUPPORT OC. 1-propanol reacts with PCl3 to yield intermediate X. 1-propanol also undergoes the following reaction sequence: 1. Na2Cr2O7/H2SO4/H2O; 2. excess CH3CH2CH2OH/H2SO4; 3. LDA; 4. Intermediate X. This yields the product.

What is an appropriate stepwise synthesis for the following synthesis that uses 1-propanol as the only source of carbon and any other reagents as needed? CH3CH2CH2OH CH3CH2CH2CHCOCH2CH2CH3 CH3 O A. 1-propanol reacts with PCC/CH2Cl2 to yield an intermediate that reacts with LDA to yield intermediate X, which has a resonance form Y. 1-propanol also reacts with PCl3 to yield an intermediate Z that reacts with intermediate X, which undergoes the following series of reactions to yield the product: 1. Na2Cr2O7/H2SO4/H2O; 2. Excess CH3CH2CH2OH/H2SO4. OB. 1-propanol reacts with PCC/CH2Cl2, then the product reacts with LDA to produce intermediate X, which has resonance forms. 1-propanol reacts with PCl3, then the product reacts with intermediate X to yield intermediate Y. Intermediate Y reacts with NaBH4/CH3OH to yield the product. SUPPORT OC. 1-propanol reacts with PCl3 to yield intermediate X. 1-propanol also undergoes the following reaction sequence: 1. Na2Cr2O7/H2SO4/H2O; 2. excess CH3CH2CH2OH/H2SO4; 3. LDA; 4. Intermediate X. This yields the product.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.26P: The compound eutypine is an antibacterial agent isolated from the fungus Eutypa lata. This fungus...

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