One??Pot Synthesis of α??Amino Acids from Imines through CO2 Incorporation: An Alternative Method for Strecker Synthesis

T Mita, J Chen, M Sugawara…

Index: Mita, Tsuyoshi; Chen, Jianyang; Sugawara, Masumi; Sato, Yoshihiro Angewandte Chemie - International Edition, 2011 , vol. 50, # 6 p. 1393 - 1396

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Citation Number: 48

Abstract

Carbon dioxide is an abundant and inexpensive carbon source (C1 unit); however, its inertness and gaseous character sometimes hamper its use for efficient CÀC bond-forming reactions in organic synthesis. To overcome this problem, strongly nucleophilic organometallic regents, such as RLi and RMgX, are often used for CÀC bond construction that incorporates CO2.[1] Recently, transition-metal-promoted CO2 fixation reactions, ...

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diazomethane Structure

186581-53-3

diazomethane

N/A Structure

479423-32-0

N/A

Carbon dioxide Structure

124-38-9

Carbon dioxide

~14%

N/A Structure

896132-12-0

N/A

Detail Learn More
N/A Structure

479423-32-0

N/A

Carbon dioxide Structure

124-38-9

Carbon dioxide

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

N/A Structure

896132-12-0

N/A

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
2-Naphthaldehyde Structure

66-99-9

2-Naphthaldehyde

~%

N/A Structure

896132-12-0

N/A

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
2-Naphthaldehyde Structure

66-99-9

2-Naphthaldehyde

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

tert-Butyl (phenylMethylene)carbaMate Structure

150884-50-7

tert-Butyl (phe...

Learn More
diazomethane Structure

186581-53-3

diazomethane

Carbon dioxide Structure

124-38-9

Carbon dioxide

2-Methyl-2-propanyl [(4-chlorophenyl)(phenylsulfonyl)methyl]carba mate Structure

774225-25-1

2-Methyl-2-prop...

~65%

tert-butyl (Methoxycarbonyl)(4-chlorophenyl)Methylcarbamate Structure

1273585-66-2

tert-butyl (Met...

Detail Learn More
Carbon dioxide Structure

124-38-9

Carbon dioxide

N/A Structure

1237534-69-8

N/A

~%

2-((TERT-BUTOXYCARBONYL)(3-FLUOROPHENYL)AMINO)ACETIC ACID Structure

142121-94-6

2-((TERT-BUTOXY...

tert-Butyl 3-fluorobenzylcarbamate Structure

153903-29-8

tert-Butyl 3-fl...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

2-((TERT-BUTOXYCARBONYL)(3-FLUOROPHENYL)AMINO)ACETIC ACID Structure

142121-94-6

2-((TERT-BUTOXY...

tert-Butyl 3-fluorobenzylcarbamate Structure

153903-29-8

tert-Butyl 3-fl...

Learn More
3-Fluorobenzaldehyde Structure

456-48-4

3-Fluorobenzaldehyde

~%

2-((TERT-BUTOXYCARBONYL)(3-FLUOROPHENYL)AMINO)ACETIC ACID Structure

142121-94-6

2-((TERT-BUTOXY...

tert-Butyl 3-fluorobenzylcarbamate Structure

153903-29-8

tert-Butyl 3-fl...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

2-(4-fluorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid Structure

142121-93-5

2-(4-fluorophen...

tert-Butyl (4-fluorobenzyl)carbamate Structure

153903-23-2

tert-Butyl (4-f...

Learn More
4-Fluorobenzaldehyde Structure

459-57-4

4-Fluorobenzaldehyde

~%

2-(4-fluorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid Structure

142121-93-5

2-(4-fluorophen...

tert-Butyl (4-fluorobenzyl)carbamate Structure

153903-23-2

tert-Butyl (4-f...

Learn More
N/A Structure

479423-32-0

N/A

Carbon dioxide Structure

124-38-9

Carbon dioxide

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
2-Naphthaldehyde Structure

66-99-9

2-Naphthaldehyde

~%

2-((tert-Butoxycarbonyl)amino)-2-(naphthalen-2-yl)acetic acid Structure

33741-79-6

2-((tert-Butoxy...

tert-butyl N-(naphthalen-2-ylmethyl)carbamate Structure

371247-56-2

tert-butyl N-(n...

Learn More
Carbon dioxide Structure

124-38-9

Carbon dioxide

N/A Structure

479423-27-3

N/A

~%

2-((tert-Butoxycarbonyl)amino)-2-(p-tolyl)acetic acid Structure

28044-77-1

2-((tert-Butoxy...

tert-Butyl 4-methylbenzylcarbamate Structure

120157-93-9

tert-Butyl 4-me...

Learn More
tert-Butyl carbamate Structure

4248-19-5

tert-Butyl carbamate

~%

2-((tert-Butoxycarbonyl)amino)-2-(p-tolyl)acetic acid Structure

28044-77-1

2-((tert-Butoxy...

tert-Butyl 4-methylbenzylcarbamate Structure

120157-93-9

tert-Butyl 4-me...

Learn More
p-Tolualdehyde Structure

104-87-0

p-Tolualdehyde

~%

2-((tert-Butoxycarbonyl)amino)-2-(p-tolyl)acetic acid Structure

28044-77-1

2-((tert-Butoxy...

tert-Butyl 4-methylbenzylcarbamate Structure

120157-93-9

tert-Butyl 4-me...

Learn More
tert-butyl N-[benzenesulfonyl(phenyl)methyl]carbamate Structure

155396-71-7

tert-butyl N-[b...

~9%

N-Boc benzylamine Structure

42116-44-9

N-Boc benzylamine

Learn More
Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

N-Boc benzylamine Structure

42116-44-9

N-Boc benzylamine

Learn More
Carbon dioxide Structure

124-38-9

Carbon dioxide

tert-butyl N-[benzenesulfonyl(phenyl)methyl]carbamate Structure

155396-71-7

tert-butyl N-[b...

~%

N-Boc benzylamine Structure

42116-44-9

N-Boc benzylamine

BOC-D-PHG-OH Structure

2900-27-8

BOC-D-PHG-OH

Learn More
diazomethane Structure

186581-53-3

diazomethane

Carbon dioxide Structure

124-38-9

Carbon dioxide

tert-Butyl (phenylMethylene)carbaMate Structure

150884-50-7

tert-Butyl (phe...

~36%

N-Boc benzylamine Structure

42116-44-9

N-Boc benzylamine

Detail Learn More

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