1. LDA Et 2. CH CHI 7. Hoc LDA ? Co
Synethsis and Mechanism 1. LDA 2. CHI
CHM 2430 FA 2017 0 LDA - H2O 0 Na OEt H20 Intramolecular Aldol CHI 120 1. LDA β-keto ester 1. Na OEt, EtoH 2. H30* C7H120 1. LDA 0ヘ β-keto ester- 10. provide the mjor organic product for each box (via each transformation): (5 pts, 0.25 pt each) 1. LiAIH4 H30* NH2 cat. Hyo cat. H3o* CH3CH2-MgBr 2. H3o
13. 1. LDA 2. CHI 14. [Hint: think alpha carbon, first.] 0 1) Brz/PBrg OH 2) CH3NH2 15. React PhCH2CHO with hydroxide and provide its aldol-addition product. Then, apply heat to produce its final product. (6 pts) 16. React with methoxide, then heat. Be sure to show the intermediate carbanion, then the Dieckmann product. Finally, hydrolize and provide the final product. CO2CH3 1. NaOCH; 2. H2O .CO2CH3 17. Perform a crossed Claisen condensation reaction with methyl benzoate and cyclohexanone under...
2. Name the following molecules. (20 pts) O CH3 0%CHO (c) H 3 (b) CHi (a) H 2. Name the following molecules. (20 pts) O CH3 0%CHO (c) H 3 (b) CHi (a) H
1. excess CHI 2. Ag2O, H,0 KOHB 150°C NH a) A= a) A= BH(CH3)3 Y B= V B= | #NH(CH3)3 V N-(CH3)2 I b) A= Y Ag-(CH3)3 B= W d) A= V B= CH
1. Provide the major products for the following reactions. (5) CH3ONa CH3! 1. LDA. -78 deg 2. (CH3)2 Sici @ 2% NaOH CH3OH, heat @ C=0 HCI coEt NaOEVETOH H30*heat Br Br CO,Et
50) 5. Complete the following reactions: 1. LDA a. HC— —c=CH. | 2 CHI bi HC -CECH HO HgSO4 Br. H2O D y Bes: 140 –c =c =CHg. Lindlar H, Pd 1. BH; f HCC-CECH 2. H2O2 HCl 8. Hc ——*-=ch KOH, Alc., Heat KCN HBO
H CH3 1. LDA 2. CHal НН H3C CN H3C CN Monocarbonyl compounds can be alkylated at the a position via the use of lithium disopropylamide, a strong, sterically hindered base Because only one carbonyl group is available to participate in resonance stabilization of the enolate, the a-hydrogens are less acidic than those of P-dicarbonyl compounds and so a stronger base is necessary to completely convert the compound to the enolate. The reaction occurs in a pola aprotic solvent such...
colecta NaOH H + CH3 then heat NaOH tir then heat NaOH (CH3)2Culi then heat 1. NaOCH3 CH3OH OCH3 2. dil. HCI O 1. LDA 1. LIAIHA het hy 2. Br 2. H2O* 1. NaOCH3 1. NaOCH3 2. CI OCH; 2. Ph Br 3. H3O+, heat 1. LDA 1. LDA 요 2. 0 CI 3. H3O+ 2. H 3. H30+