Synarchive logo
Google+ Facebook Twitter RSS Feed
Support this website
Synarchive is free but requires a lot of work. If you enjoy and find it useful, please support us by making a donation.
Named reactions

Get references and more from over 229 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.

Go to the protecting groups index

Search synthesis

Pentacycloanammoxic Acid

Chemical structure of Pentacycloanammoxic_Acid
C20H30O2
Author Elias J. Corey
Publication year 2004
Synthesis type Total synthesis
Number of steps 15 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
Br2
Chemical structure
DBAD
See the Diels-Alder Reaction
Chemical structure
H2, PtO2, NaNO2
1 atm
EtOH, THF
RT
Chemical structure
Zn
AcOH
95 °C, 60 min, 80% (2 steps)
Chemical structure
2-Cyclopentenone
MeCN
RT, 12 h, 40%
Chemical structure
  1. H2, Pd/C
  2. O2
1 atm
EtOH
RT, 2.5 h, 76%
Chemical structure
HC(OMe)3, TsOH
MeOH
40 °C, 60 min, 91%
Chemical structure
AcOH
MeCN, H2O
50 °C, 3 h, 6%
Chemical structure
HCO2Et, NaOMe
PhH
RT, 12 h

See the Claisen Condensation
Chemical structure
TsN3, Et3N
CH2Cl2
RT, 20 h, 80% (2 steps)
Chemical structure
Et3N
MeOH
RT, 3 h, 72%

Selectivity : 75:25 R/S
See the Wolff Rearrangement
Chemical structure
i-Bu2AlH
PhMe
-78 °C, 30 min
Chemical structure
(COCl)2, DMSO, Et3N
CH2Cl2
-78 °C to RT, 6 d, 91% (2 steps)

Selectivity : 88:12
See the Swern Oxidation
Chemical structure
Ph3P(CH2)6CO2H+ Br-, i-Pr2NLi
THF
-78 °C to RT, 7.5 h, 67%

See the Wittig Reaction
Chemical structure
NH2NH2, CuSO4, O2
1 atm
EtOH, H2O
RT, 12 h, 88%
Chemical structure

Report an error in this part

comments powered by Disqus
homepage - authors - molecules - named reactions - protecting groups - advanced search - contact
© 2011-2017 SynArchive