e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Chemische Berichte

Eine variationsfähige Synthese von 2, 3??disubstituierten Furanen

H Glombik, W Tochtermann

Index: Glombik, Heiner; Tochtermann, Werner Chemische Berichte, 1983 , vol. 116, # 10 p. 3366 - 3374

Full Text: HTML

Citation Number: 9

Abstract

Abstract Die DIBAH-Reduktion der leicht zugänglichen Furopyrone 1 und 2 führt zu den Furanen 3a und 3i mit sauerstoffhaltigen Substituenten in 2-und 3-Stellung. Mehrere Abwandlungen des Hydroxyketons 3a werden beschrieben. Der Anwendungsbereich dieses Verfahrens wird am Beispiel der Synthese methylierter Derivate von 1 diskutiert.

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~61%

1-[3-(hydroxymethyl)furan-2-yl]propan-2-one Structure

1-[3-(hydroxyme...

1-[3-(hydroxymethyl)furan-2-yl]propan-2-one Structure

1-[3-(hydroxyme...

~63%

1-(3-methylfuran-2-yl)propan-2-one Structure

1-(3-methylfura...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~%

1-(3-methylfuran-2-yl)propan-2-one Structure

1-(3-methylfura...

Methyltriphenylphosphonium bromide Structure

Methyltriphenyl...

1-(3-methylfuran-2-yl)propan-2-one Structure

1-(3-methylfura...

~57%

3-methyl-2-(2-methylprop-2-enyl)furan Structure

3-methyl-2-(2-m...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~%

3-methyl-2-(2-methylprop-2-enyl)furan Structure

3-methyl-2-(2-m...

1-[3-(hydroxymethyl)furan-2-yl]propan-2-one Structure

1-[3-(hydroxyme...

~%

3-methyl-2-(2-methylprop-2-enyl)furan Structure

3-methyl-2-(2-m...

3-methyl-2-(2-methylprop-2-enyl)furan Structure

3-methyl-2-(2-m...

~67%

3-methyl-2-(2-methylpropyl)furan Structure

3-methyl-2-(2-m...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~%

3-methyl-2-(2-methylpropyl)furan Structure

3-methyl-2-(2-m...

1-(3-methylfuran-2-yl)propan-2-one Structure

1-(3-methylfura...

~%

3-methyl-2-(2-methylpropyl)furan Structure

3-methyl-2-(2-m...

1-[3-(hydroxymethyl)furan-2-yl]propan-2-one Structure

1-[3-(hydroxyme...

~%

3-methyl-2-(2-methylpropyl)furan Structure

3-methyl-2-(2-m...

1-[3-(hydroxymethyl)furan-2-yl]propan-2-one Structure

1-[3-(hydroxyme...

~42%

2-(2-oxopropyl)furan-3-carbaldehyde Structure

2-(2-oxopropyl)...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~%

2-(2-oxopropyl)furan-3-carbaldehyde Structure

2-(2-oxopropyl)...

6,7-Dihydro-6-methyl-4H-furo(3,2-c)pyran-4-on Structure

6,7-Dihydro-6-m...

~33%

2-(2-hydroxypropyl)furan-3-carbaldehyde Structure

2-(2-hydroxypro...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

~%

2-(2-hydroxypropyl)furan-3-carbaldehyde Structure

2-(2-hydroxypro...

propan-2-yl 2-(2-hydroxypropyl)furan-3-carboxylate Structure

propan-2-yl 2-(...

~%

2-(2-hydroxypropyl)furan-3-carbaldehyde Structure

2-(2-hydroxypro...

6-methyl-4-oxofuro[3,2-c]pyran-2-carbaldehyde Structure

6-methyl-4-oxof...

~65%

2-(hydroxymethyl)-6-methylfuro[3,2-c]pyran-4-one Structure

2-(hydroxymethy...

triacetate lactone Structure

triacetate lactone

Chloroacetone Structure

~19%

6-methyl-4-(2-oxopropoxy)pyran-2-one Structure

6-methyl-4-(2-o...

6-methylfuro[3,2-c]pyran-4-one Structure

6-methylfuro[3,...

Isopropanol Structure

~65%

propan-2-yl 2-(2-hydroxypropyl)furan-3-carboxylate Structure

propan-2-yl 2-(...

6-methyl-4-oxofuro[3,2-c]pyran-2-carbaldehyde Structure

6-methyl-4-oxof...

~43%

2,6-dimethylfuro[3,2-c]pyran-4-one Structure

2,6-dimethylfur...