ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen.  When chiral catalyst is used a enantioselective product is obtained.  This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 19CC , additional homework tip  1

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen.  When chiral catalyst is used a enantioselective product is obtained.  This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 19CC , additional homework tip  2

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen.  When chiral catalyst is used a enantioselective product is obtained.  This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 19CC , additional homework tip  3

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

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Chapter 25 Solutions

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