based on the reactivity of the reagent and the possible
products are as follows
13. Complete the starburst below. CH2(CO,Et)2 1) LDA 3) H20 HOCH CH2OH Br2 TsOH J1) LDA 2) CH3l TsOH Ph3P-CH2
3.-7. What is the major product of the following reactions? Answers may be repeated. LDA CHI 3. а. -78°C LDA 4. b. (CH) SiC LDA 5. ZnCl CHы. но 6 d. NaOCH, CH, NaOHH"А excess 7. e. not a.-d. un
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
17. Fill in the missing information. Et NaOE H20 ΕΙΟ" EtOH Heat 1. LDA, THE 2. CHAI NH(CH)2, H* bis 2.H20 NaOEt, EtOH
Synethsis and Mechanism 1. LDA 2. CHI
CH OH HO 100% Me CO-Et HB 2 H-O EtOH AcOH 68% Br T8 Me 77% CH 0H 2 10% HCI in MeCN 1) TsCllpy 2) Nal LDA H (cat.) Me Me 75% CH-OH CH2 Me (8 6 Draw wedge/dash drawing of the following Fischer projection scheme 1-8 and assign the stereocenter(s) R or S absolute configuration
1) LDA ? 2) (CH3), CHI (1 mole), beat 0 مر مل
13. Give the curved arrow mechanism for each alkylation reaction. a. LiNiPr, (LDA) a. b. CH,Br CH, a. LiNiPr, (LDA) b. CHy-CHCH, b. 14. Explain why reaction G gives good yields of the product shown, while the yields are not as good with reaction H. о a. LDA G: b. CH,I CH a. LDA H: b. CH,I CHy 15. Give the major organic product of each reaction. Cl2 a. LDA CH,CO,H b. PЬСH, a. LDA Br2 b. f. b. CH,CH,CI...
1) LDA 2) CH,Br c)
7. Identify the indicated hydrogens as pro-R or pro-S (2 pts) HOH -CO₂H HOC