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Chemistry, 05.03.2021 03:10 nothingworksoutforme

Draw the two major allylic alcohol intermediates and the two final products in the following two-step synthesis. Show the correct stereochemistry of each compound; if applicable, use wedge‑and‑dash bonds to indicate chirality centers, and you must show hydrogens on these centers. Starting material 1 is a 4 carbon chain with a double bond between carbons 1 and 2 and two methyl substituents on carbon 3. Starting material 2 is a cis alkene where each alkene carbon is bonded to C H 2 O H and hydrogen. The two starting materials react under grubbs G 2 catalyst to give two major allylic alcohol intermediates. The intermediates undergo reaction with titanium isopropoxide, plus diethyl tartrate and tert butyl bonded to O O H. The second step is reaction with hydroxide and water to give two final products.

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