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Synthese von 2,3-Dihydro-7-methyl-1H-pyrrolizin-1-on, dem Sexualpheromon Danaidon

✍ Scribed by Röder, Erhard ;Wiedenfeld, Helmut ;Bourauel, Thomas


Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
163 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis


Synthesis of 2,3‐Dihydro‐7‐methyl‐1__H__‐pyrrolizin‐1‐one, the Sex Pheromone Danaidone

Danaidone (4) can easily be obtained in high yields from ethyl 3‐methyl‐1__H__‐pyrrole‐2‐carboxylate (1) via Dieckmann reaction of the N‐propanoate derivative 2.


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Synthese von 2,3-Dihydro-1H-pyrrolizin-7
✍ Röder, Erhard ;Wiedenfeld, Helmut ;Bourauel, Thomas 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 English ⚖ 201 KB

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Antiphlogistische 2.3-Dihydro-1H-pyrroli
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✍ Röder, Erhard ;Bartkowski, Jan-Pit Barko ;Bourauel, Thomas 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 344 KB

## Abstract The title compound 4 is synthesized in 8 steps by cyclization of __N__‐tosylglycinate 5 with vinyl ketone 6. After elimination of water and sulfinic acid the pyrrolecarboxylate 9 is obtained which, on __N__‐alkylation with ethyl acrylate, Dieckmann cyclization, saponification and decarb