Synthesis of Aflatoxin B2

Structure of Aflatoxin B2

C17H14O6

Principal investigator	Elias J. Corey
Publication year	2005
Synthesis type	Total
Number of steps	8 (linear)
References	J. Am. Chem. Soc. 2005, 127, 11958.

Part 1 of 1

intermediate structure

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intermediate structure

Special reagent

MeCN

RT, 5 h, 65%

See the Huisgen Cycloaddition

"The product was cristallized to optical purity."

intermediate structure

HMTA

AcOH

110 °C, 48 h, 40%

See the Duff Reaction

intermediate structure

Tf2O, DMAP

CH2Cl2, Pyr

-20 to 0 °C, 2 h, 80%

intermediate structure

MeMgBr

THF

-20 °C, 2 h

See the Grignard Reaction

intermediate structure

Dess-Martin Periodinane

CH2Cl2

0 °C to RT, 3 h, 85% (2 steps)

See the Dess-Martin Oxidation

intermediate structure

(CF3CO)2O, H2O2 (Urea complex)

CH2Cl2

RT, 45 h, 63%

See the Baeyer-Villiger Oxidation

intermediate structure

Ni (Raney), H2

MeOH

RT, 3 h, 60%

intermediate structure

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intermediate structure

NaHCO3, ZnCO3

CH2Cl2

RT, 20 h, 36%

intermediate structure

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