Question 1: draw the curved arrow mechanism for the diels alder cycloadditions shown below (step 1). explain the diastereoselectivith observed in each case based on the endo transition states.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
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Question 1: draw the curved arrow mechanism for the diels alder cycloadditions shown below (step 1). explain the diastereoselectivith observed in each case based on the endo transition states.

Question 1: Draw the curved arrow mechanism for the Diels-Alder cycloadditions shown below
(step 1). These reactions are catalyzed by a Lewis acid which enable the cycloadditions to take
place at relatively low temperature for a better stereocontrol. Explain the diastereoselectivity
observed in each case based on the endo transition states.
Question 2: For the synthesis of georgywood, provide the intermediates and product A after two
steps. (from Chapter 13)
Examples of endo-Diels-Alder cycloadditions
CHO
EYCHO
te
Lewis acid
step 1
усно
Lewis acid
step 1
Xs²
****
Georgywood 15 pg/liter
first step towards
E Super Plus(R)
ro
steps 2-3
MeAlCl₂
step 4
******
A
H
2. MeMgBr
3. swern oxidation
Transcribed Image Text:Question 1: Draw the curved arrow mechanism for the Diels-Alder cycloadditions shown below (step 1). These reactions are catalyzed by a Lewis acid which enable the cycloadditions to take place at relatively low temperature for a better stereocontrol. Explain the diastereoselectivity observed in each case based on the endo transition states. Question 2: For the synthesis of georgywood, provide the intermediates and product A after two steps. (from Chapter 13) Examples of endo-Diels-Alder cycloadditions CHO EYCHO te Lewis acid step 1 усно Lewis acid step 1 Xs² **** Georgywood 15 pg/liter first step towards E Super Plus(R) ro steps 2-3 MeAlCl₂ step 4 ****** A H 2. MeMgBr 3. swern oxidation
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