Problem 13.34 outlines a general method for the preparation of cis- or trans-disubstituted epoxides: b + En Using that method, identify what reagents you would use to prepare the following epoxide from acetylene: A H H Me The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 35AP: Identify the reagents a-c in the following scheme:
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Problem 13.34 outlines a general method for the preparation of cis- or trans-disubstituted epoxides:
..&
+
e
Using that method, identify what reagents you would use to prepare the following epoxide from acetylene:
O-A
Me
+ En
H
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
Transcribed Image Text:Problem 13.34 outlines a general method for the preparation of cis- or trans-disubstituted epoxides: ..& + e Using that method, identify what reagents you would use to prepare the following epoxide from acetylene: O-A Me + En H The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.
A
MCPBA (RCO3H)
E
H₂SO4, H₂O, HgSO4
I
Mel
B
H₂, Lindlar's cat.
F
DMP or PCC
J
PhCH₂Br
с
TsCl, py
G
PhBr
K
Na, NH3 (I)
D
NaNH2
H
H₂, Pt
L
1) MeMgBr; 2) H3O+
Transcribed Image Text:A MCPBA (RCO3H) E H₂SO4, H₂O, HgSO4 I Mel B H₂, Lindlar's cat. F DMP or PCC J PhCH₂Br с TsCl, py G PhBr K Na, NH3 (I) D NaNH2 H H₂, Pt L 1) MeMgBr; 2) H3O+
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