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Named reactions

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Search synthesis

Panacene

Chemical structure of Panacene
C15H15BrO2
Author Ken S. Feldman
Publication year 1982
Synthesis type Total synthesis
Number of steps 13 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
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Chemical structureChemical structure
NaH
PhH
81% (2 steps)

See the Claisen Condensation
Chemical structure
AllylBr, NaH
DMF
Chemical structure
HCl
MeOH
Chemical structure
K(s-Bu)3BH
THF
63% (3 steps)
Chemical structure
NBS
MeCN

Selectivity : 75:25 R/S
Chemical structure
KOAc
DMF
Chemical structure
NaOMe
MeOH
Chemical structure
(COCl)2, DMSO, Et3N
CH2Cl2

See the Swern Oxidation
Chemical structure + Chemical structure
THF

Selectivity : 60:40 S/R
Chemical structure
n-Bu4N+ F-
THF
15% (2 steps)

Also isolated was the epimer (10 % yield).
Chemical structure
MsCl, Et3N
CH2Cl2
Chemical structure
LiCuBr2
THF
69% (2 steps)
Chemical structure

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