4. Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate: (a) CH3 (b) 1. O3 2. Zn, Hgo+ H30+ H. CH3 1. BH3 CH3 1. Hg(OAc), H20 (c) (d) ? 2. H202, "OH 2. NaBH4

4. Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate: (a) CH3 (b) 1. O3 2. Zn, Hgo+ H30+ H. CH3 1. BH3 CH3 1. Hg(OAc), H20 (c) (d) ? 2. H202, "OH 2. NaBH4

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.6: Sigmatropic Shifts

Problem 20.12P

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Question

Suggest structures for alkenes that give the following reaction
products. There may be more than one answer for some cases.

4. Predict the products of the following reactions, showing both
regiochemistry and stereochemistry where appropriate:
CH3
1. O3
2. Zn, H3O*
(a)
(b)
KMNO4
H.
CH3
1. BH3
(c)
(d)
CH3
1. H9(OAC)2, H20
2. H2O2, "OH
2. NABH4

Definition Definition Organic compounds that contain at least one double bond between carbon-carbon atoms. The general molecular formula for alkenes with one double bond is C n H 2n .

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