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Named reactions

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Protecting Groups

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Search synthesis

Stille Coupling

Stille Coupling

Mechanism of the Stille Coupling

Reference

Original reference J. Am. Chem. Soc. 1978, 100, 3636.
Wikipedia link
Organic chemistry portal link


Sample reactions

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

Reactant structure
(Me3Sn)2, Pd(PPh3)4, LiCl
Reaction arrow head
THF
60 °C
80 %
Product structure

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

Reactant structure + Reactant structure
CO, Pd2(dba)3, Ph3As, LiCl
3.5 atm
Reaction arrow head
NMP
70 °C
80 %
Product structure

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

Reactant structure
Pd(PPh3)4, CuCl, CuCl2
Reaction arrow head
DMSO
60 °C, 2 h
82 %
Product structure

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

Reactant structure
Pd(PPh3)4, LiCl
Reaction arrow head
THF
RT, 7 d
Product structure

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

Reactant structure
Pd(PPh3)4, n-Bu3SnH
Reaction arrow head
THF
RT, 60 min
86 %
Product structure

This reaction is from the synthesis of Melithiazole C by Janine Cossy. Show me the full synthesis.

Reactant structure
Pd(PPh3)4, VinylSnBu3
Reaction arrow head
Dioxane
100 °C, 16 h
91 %
Product structure

This reaction is from the synthesis of Cortistatin A by Phil S. Baran. Show me the full synthesis.

Reactant structure + Reactant structure
Pd(PPh3)4, CuCl, LiCl
Reaction arrow head
DMSO
RT, 10 min
53 % (3 steps)
Product structure

This reaction is from the synthesis of Cortistatin A by Matthew D. Shair. Show me the full synthesis.

Reactant structure + Reactant structure
Pd(PPh3)4, CuCl, LiCl
Reaction arrow head
DMSO
60 °C, 60 min
61 % (3 steps)
Product structure

This reaction is from the synthesis of Morphine by Barry M. Trost. Show me the full synthesis.

Reactant structure
Pd(PPh3)4, n-Bu3SnH
Reaction arrow head
PhMe
RT, 20 min
88 %
Product structure

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

Reactant structure + Reactant structure
Pd2(dba)3, i-Pr2NEt
Reaction arrow head
NMP
RT, 22 h
62 %
Product structure

This reaction is from the synthesis of Kinamycin C by John A. Porco, Jr.. Show me the full synthesis.

Reactant structure
(n-Bu3Sn)2, Pd(PPh3)4
Reaction arrow head
PhMe
110 °C, 24 h
70 %
Product structure

This reaction is from the synthesis of Strychnine by Masakatsu Shibasaki. Show me the full synthesis.

Reactant structure + Reactant structure
Pd2(dba)3.CHCl3, Ph3As, CuI
Reaction arrow head
DMF
RT, 48 h
100 %
Product structure

This reaction is from the synthesis of Maritimol by Pierre Deslongchamps. Show me the full synthesis.

Reactant structure + Reactant structure
PdCl2.2MeCN
Reaction arrow head
DMF
RT, ON
68 %
Product structure

This reaction is from the synthesis of L-163007 by Linda L. Chang. Show me the full synthesis.

Reactant structure + Reactant structure
Pd(PPh3)2Cl2
Reaction arrow head
DMF
90 °C, 5 h
74 %
Product structure
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