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Unformatted text preview: the following eighteen carbon molecule. Show stereochemical details. ( R )-12-hydroxy-9(Z)-octadecenoic acid: 1 Chemistry 2204/6/8 (08) Test 1A Page 2. 5 (10) Supply the missing reagent, starting material or product for each of the following reaction. O O H HO H 1.LiAlH 4 O O H + CH 3-MgBr (2equiv) H 3 C O N R R + HCl O-OEt H 2 O + 1 2 H+ 2. H+ O Cl + R 2 NH OEt 2 6 (5) MECHANISM: Draw a mechanism for the following reaction, showing all 4 intermediates, all curly arrows describing electron movement and all charges (if applicable). Hint: PATLD! O MeO H 2 O + H + O HO : + MeOH 7 (5) SYNTHESIS: Supply the missing intermediates (2) and names of reaction types (3) in the last step of raspberry ketone biosynthesis. 2...
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