Synthesis of Paeoniflorigenin

C17H18O6
Principal investigator | Elias J. Corey |
---|---|
Publication year | 1993 |
Synthesis type | Total |
Number of steps | 13 (linear) |
References |
Part 1 of 1
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KOAc,
Mn3O(OAc)7
MeCN
RT, 90 min, 48%

TfCl,
Et3N
CH2Cl2
0 °C, 10 min, 70%


i-Bu2AlH
CH2Cl2
-78 °C, 30 min, 78%

TMSOTf
CH2Cl2
-78 °C, 60 min, 35%

HCrO3Cl.Pyr
4 Å MS
CH2Cl2
RT, 30 min, 100%

SmI2
THF
-45 °C, 10 h, 90%

TMSCN
CH2Cl2
RT, 15 h, 82%

i-Bu2AlH
CH2Cl2
-78 °C, 30 min, 86%

i-Bu2AlH
CH2Cl2
-78 °C, 60 min, 81%

Pyr,
BzCl
CH2Cl2
RT, 3 h, 96%

HCl
THF
0 °C, 6 h, 100%

HF
MeCN
RT, 2 h, 91%
