W03 problems5a

W03 problems5a - Problem Set V Alkynes Epoxides...

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OH HgSO 4 H 2 SO 4 / H 2 O O HCN H O 1. EtMgBr 2. H + workup H 1. NaH 2. PhCH 2 Br 3. BH 3 4. HOAc O MgBr 1. 2. H + workup OH 1. PBr 3 2. Li o / THF 3. 4. H + workup O 1. BH 3 2. H 2 O 2 / NaOH 3. BnMgBr / Et 2 O Et 1. O 3 Me 2 S Problem Set V 1. Draw the structure for each of the compounds given below. a) trans -4-hexenal b) (2 S )-2-methoxycyclohexanone 2. Draw all possible products for the transformations below. a) Winter 2003 Alkynes / Epoxides / Organometallic Reagents (Page 1) c) 2,4-heptadione b) c) d) e) f) g) h) 4. H + workup
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1. BH 3 2. H 2 O 2 / NaOH 3. SOCl 2 / pyridine
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W03 problems5a - Problem Set V Alkynes Epoxides...

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