1. Draw the major organic products obtained from the reactions below. Be mindful of stereochemistry andregioselectivity. If stereochemistry is included in the product, note that the diast/enant is also included, butnot provided due to space. Assume one equivalent unless stated otherwise, or if the reagent is a solvent,oxidant or reductant.1.Me1. SOCI2, pyridine2. NaOH, H2OOH3. D2, Pd/C, EtOACМеAВMeMeMeMe'D'DMeMe DMe DМе2.Meно.1. Hо(ОАc)2, МеОН„Me2. NABH4, H2O, NaOHMeAВMe, EtМе, ОМеMeМе, НМеМе, ОМеМено.ноно-MeOMeMeMeMe1

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Answered: 1. 1. SOCI2, pyridine 2. NaOH, H20 Me…

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1. 1. SOCI2, pyridine 2. NaOH, H20 Me 3. D2, Pd/C, EtOAc HO, Me D A B Me Me Me Me "D "D .. Me D Me D Me Me

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter9: Addition Via Cyclic Intermediate

Section: Chapter Questions

Problem 3CTQ

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Question

Draw the major organic products obtained from the reactions below. Be mindful of stereochemistry and
regioselectivity. If stereochemistry is included in the product, note that the diast/enant is also included, but
not provided due to space. Assume one equivalent unless stated otherwise, or if the reagent is a solvent,
oxidant or reductant.
1.
Me
1. SOCI2, pyridine
2. NaOH, H2O
OH
3. D2, Pd/C, EtOAC
Ме
A
В
Me
Me
Me
Me
'D
'D
Me
Me D
Me D
Ме
2.
Me
но.
1. Hо(ОАc)2, МеОН
„Me
2. NABH4, H2O, NaOH
Me
A
В
Me, Et
Ме, ОМе
Me
Ме, Н
Ме
Ме, ОМе
Ме
но.
но
но
-Me
OMe
Me
Me
Me
1

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