11), a) How many different molecules containing one double bond can be used to synthesize 4-methyl-4-heptanol (as the major product) via acid catalyzed hydration with HISO and H,0? Draw them all below. b) Are any of the structures in part (a) trisubstituted alkenes? If so, redraw irthem below. c) Label (f possible) the structure(s) in part (b) as either Z or E double bond isomers.

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Question
11)
a) How many different molecules containing one double bond can be used to synthesize
4-methyl-4-heptanol (as the major product) via acid catalyzed hydration with H2SOe and
H20? Draw them all below.
b) Are any of the structures in part (a) trisubstituted alkenes? If so, redraw it/them
below.
c) Label (if possible) the structure(s) in part (b) as either Z or E double bond isomers.
Bonus Question:
) Recently, the Gademann research group from the University of Zurich,
completed the synthesis of (+)-Peyssonnosol, a complex natural product (shown below
on the left) which contains seven stereocenters. Briefly describe what the "(t)" symbol in
front of the synthesized natural product name means.
Me.,
Me,
Me Me
HO.
Me
Me
Synthesized
()-Peyssonnosol
Starting Materials Used
inSynthesis
Transcribed Image Text:11) a) How many different molecules containing one double bond can be used to synthesize 4-methyl-4-heptanol (as the major product) via acid catalyzed hydration with H2SOe and H20? Draw them all below. b) Are any of the structures in part (a) trisubstituted alkenes? If so, redraw it/them below. c) Label (if possible) the structure(s) in part (b) as either Z or E double bond isomers. Bonus Question: ) Recently, the Gademann research group from the University of Zurich, completed the synthesis of (+)-Peyssonnosol, a complex natural product (shown below on the left) which contains seven stereocenters. Briefly describe what the "(t)" symbol in front of the synthesized natural product name means. Me., Me, Me Me HO. Me Me Synthesized ()-Peyssonnosol Starting Materials Used inSynthesis
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