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Named reactions

Get references and more from over 225 named organic chemical reaction

Go to the named reaction index

Protecting Groups

Get the conditions needed to install/remove a wide range of protecting groups.

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Search synthesis

Swern Oxidation

Swern Oxidation

Mechanism of the Swern Oxidation

Reference

Original reference Tetrahedron 1978, 34, 1651.
Wikipedia link
Organic chemistry portal link


Sample reactions

This reaction is from the synthesis of Quinine by Gilbert Stork. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 90 min
85 %
Product structure

This reaction is from the synthesis of Erythromycin A by Robert B. Woodward. Show me the full synthesis.

Reactant structure
(CF3CO)2O, DMSO, i-Pr2NEt
Reaction arrow head
CH2Cl2
-60 to 0 °C
85 % (2 steps)
Product structure

This reaction is from the synthesis of Erythromycin A by Robert B. Woodward. Show me the full synthesis.

Reactant structure
(CF3CO)2O, DMSO, i-Pr2NEt
Reaction arrow head
CH2Cl2
-60 to 0 °C
76 % (2 steps)
Product structure

This reaction is from the synthesis of Pentacycloanammoxic Acid by Elias J. Corey. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 6 d
91 % (2 steps)
Product structure

This reaction is from the synthesis of Sarain A by Larry E. Overman. Show me the full synthesis.

Reactant structure
COCl2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 30 min
83 % (2 steps)
Product structure

This reaction is from the synthesis of Malayamycin A by Stephen Hanessian. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, i-Pr2NEt
Reaction arrow head
CH2Cl2
Product structure

This reaction is from the synthesis of Zaragozic Acid C by David A. Evans. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 to 0 °C, 90 min
92 % (3 steps)
Product structure

This reaction is from the synthesis of Indolizidine 223A by Dawei Ma. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 35 min
Product structure

This reaction is from the synthesis of Taxol by Robert A. Holton. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 30 min
95 %
Product structure

This reaction is from the synthesis of Taxol by Isao Kuwajima. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 10 h
Product structure

This reaction is from the synthesis of Taxol by Isao Kuwajima. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 to 0 °C, ON
92 %
Product structure

This reaction is from the synthesis of Taxol by Teruaki Mukaiyama. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 75 min
97 %
Product structure

This reaction is from the synthesis of Taxol by Teruaki Mukaiyama. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 75 min
94 % (2 steps)
Product structure

This reaction is from the synthesis of Taxol by Teruaki Mukaiyama. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 45 min
97 %
Product structure

This reaction is from the synthesis of Taxol by Teruaki Mukaiyama. Show me the full synthesis.

Reactant structure
DMSO, (COCl)2, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 75 min
95 %
Product structure

This reaction is from the synthesis of Elailoide by David A. Evans. Show me the full synthesis.

Reactant structure
(COCl)2, Et3N, DMSO
Reaction arrow head
CH2Cl2
-78 °C, 70 min
98 %
Product structure

This reaction is from the synthesis of Elailoide by David A. Evans. Show me the full synthesis.

Reactant structure
(COCl)2, Et3N, DMSO
Reaction arrow head
CH2Cl2
-78 °C
96 %
Product structure

This reaction is from the synthesis of Fredericamycin A by Dale L. Boger. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-70 °C to RT, 40 min
99 %
Product structure

This reaction is from the synthesis of Fredericamycin A by Dale L. Boger. Show me the full synthesis.

Reactant structure
(CF3CO)2O, DMSO, DBU
Reaction arrow head
CH2Cl2
-78 °C to RT, 21 h
Product structure

This reaction is from the synthesis of Fredericamycin A by Dale L. Boger. Show me the full synthesis.

Reactant structure
(CF3CO)2O, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 50 min
57-68 % (3 steps)
Product structure

This reaction is from the synthesis of Ingenol by Isao Kuwajima. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 2.5 h
93 %
Product structure

This reaction is from the synthesis of Suaveoline by James M. Cook. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C
Product structure

This reaction is from the synthesis of Morphine by Kathlyn A. Parker. Show me the full synthesis.

Reactant structure
(COCl)2, Et3N
Reaction arrow head
DMSO
0 °C to RT, 2.5 h
83 %
Product structure

This reaction is from the synthesis of Stigmatellin A by Dieter Enders. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, i-Pr2NEt
Reaction arrow head
CH2Cl2
-78 °C to RT, 40 min
Product structure

This reaction is from the synthesis of Pseudolaric Acid B by Barry M. Trost. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 5.5 h
100 %
Product structure

This reaction is from the synthesis of Doliculide by Arun K. Ghosh. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 2 h
Product structure

This reaction is from the synthesis of Doliculide by Arun K. Ghosh. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 2 h
Product structure

This reaction is from the synthesis of Laurenene by Michael T. Crimmins. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C
Product structure

This reaction is from the synthesis of Laurenene by Leo A. Paquette. Show me the full synthesis.

Reactant structure + Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 22 min
62 % (2 steps)
Product structure

This reaction is from the synthesis of Pactamycin by Stephen Hanessian. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 to 0 °C, 105 min
91 %
Product structure

This reaction is from the synthesis of Strychnine by Martin E. Kuehne. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 2 h
98 %
Product structure

This reaction is from the synthesis of Strychnine by Miwako Mori. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 85 min
87 %
Product structure

This reaction is from the synthesis of Panacene by Ken S. Feldman. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
Product structure

This reaction is from the synthesis of Daphnilactone A by Clayton H. Heathcock. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 to 0 °C, 90 min
Product structure

This reaction is from the synthesis of Nupharamine by Isao Shimizu. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C
91 %
Product structure

This reaction is from the synthesis of Nupharamine by José Barluenga. Show me the full synthesis.

Reactant structure + Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-65 °C to RT, 5 h
Product structure

This reaction is from the synthesis of Nupharamine by Roderick W. Bates. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
Product structure

This reaction is from the synthesis of Azadirachtin by Steven V. Ley. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
THF
-78 °C to RT, 23 min
93 %
Product structure

This reaction is from the synthesis of Hirsutene by Tarun K. Sarkar. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-60 °C to RT, 50 min
80 %
Product structure

This reaction is from the synthesis of Decarestrictine D by Ronaldo A. Pilli. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT
Product structure

This reaction is from the synthesis of Corynantheidol by Albert I. Meyers. Show me the full synthesis.

Reactant structure
(CF3CO)2O, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 100 mnin
85 %
Product structure

This reaction is from the synthesis of Agelastatin A by Noritaka Chida. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 °C to RT, 80 min
Product structure

This reaction is from the synthesis of Trifarienol B by Toshio Honda. Show me the full synthesis.

Reactant structure
(COCl)2, DMSO, Et3N
Reaction arrow head
CH2Cl2
-78 to 0 °C, 2.5 h
98 %
Product structure
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