1) NaOEt 2) H30+ 1) LDA, -87°C 2 O1)LDA, -87°C Cl O 1 NaH, 25°C O...
2) CHs LDA 1) LDA 3 2) Ci OH, H20 -OH, H2O CHO 1 LDA 2) CH3CH2Br Он, H2O 1) NaOEt 8 2) NaOEt OEt 10 Cl NaH 2 (excess) 12 HO Bra(excess) 13 HO LDA 14L THF, -78 C NaOEt, EtOH NaOEt, EtOH 16 NaOEt, EtOH 17 Br но 18 OOEt 1)NaOEt, EtOH 2) H3O 19 OEt 20 l HO o CHO + H20
1. LDA 1. LDA 2. CI 3, H30+ o 2. H 3.H30+
4. Predict the Product: NaBHA MeOH 1. LAH 요 2. H30* Ph3P li Php NaOEt EtOH 1. TBS-CI, imidazole ОН ОН 2. HO TsOH 1. NaOET 2. Br Br 3. NaOET 1. (1.1 equiv) LDA THF, -78°C 2. Br 1. (0.9 equiv) LDA THF, 0°C 2. Br
Mechanism with major product included 1) LDA 2) ?: O: c) 3) H,o* : O 1) LDA 2) : Br d) : Ci: NaOEt E2 e)
4. Draw the products of the following sequences of reactions. 1) NaOET, HOE 1) NaOEt Eto OEt 2) H3O+ 2) Br | 1) LDA, -78°C 2) 0 H30+ heat H 3) NaOH, heat 1) LDA (1.1 equiv), -78°C, THE 2) CH3Br 1) CH3CH2MgBr 2) H30* H2, Pd-C LU H2SO4 NaOH, H2O 1) LDA, -78°C 2) HOE 3) H30+ 1) O3 2) CH2SCH3
Upload Assignment: Basic Concept/Reaction Worksheet 8.1 Basic Concept/Reaction Worksheet 8.1 nstructions: Using good old fashioned pen and paper (pencil is ok too), draw in the product for each of the following reactions 1) NaOEt 2) H30+ 1) LDA, -870C O 1) LDA, -870C O 1) NaH, 25°C 1) NaH, 25°C NaOH, Heat NaOH, Heat NaOH, Heat 1) Me CuLi 2) H30 1) Et2Culi 2) H30+ 1) Me2Culi 2) H30+
Cl Cl 1. PhMgBr (2 mols) Cl 2. H30. ?? 2. H,O HO-1
Complete the reaction 1.NaOEt 2.Ho* 1. NaOCH3 2. o o* o 1.NaOCH3 o 2.H30* Perform the Synthesis OH | OR = م م مما = .- . Perform the Mechanism + 2 + HCl Thermodynamic Product Kinetic Product
1.NaOEt 2. Ho OE Et01 1. LDA. THF. -78°C 2 0 3. H2O
give mechanism 3.1 sc)o 2. CH3(CH)&B \ 3. Нзо", heat O/ d) 1. NaOEt 2. dil. H3O OEt 1. LDA, -78°C 2. CH CH2Br f) 1. NaOH, 2 2. H30 1. NaOH, heat g) xs NH3 (SN2) 1. Br2, PBr3 2. H20 h)