Enantioselective Synthesis of the Antidepressant Rolipram by Michael Addition to a Nitroolefin

Enantioselective Synthesis of the Antidepressant Rolipram by Michael Addition to a Nitroolefin

In only four steps both enantiomers of the antidepressant Rolipram 3 can be made. The key step in the highly enantioselective synthesis is the Michael addition of nitroolefin 1 to the Evans enolate 2. M = Na, Bn = benzyl.

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Veröffentlicht in:Angewandte Chemie (International ed.) 1992-07, Vol.31 (7), p.870-872
Hauptverfasser: Mulzer, Johann, Zuhse, Ralf, Schmiechen, Ralph
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Sprache:eng
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Chemistry
Exact sciences and technology
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
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container_title Angewandte Chemie (International ed.)
container_volume 31
creator Mulzer, Johann
Zuhse, Ralf
Schmiechen, Ralph
description In only four steps both enantiomers of the antidepressant Rolipram 3 can be made. The key step in the highly enantioselective synthesis is the Michael addition of nitroolefin 1 to the Evans enolate 2. M = Na, Bn = benzyl.
doi_str_mv 10.1002/anie.199208701
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subjects Chemistry
Exact sciences and technology
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
title Enantioselective Synthesis of the Antidepressant Rolipram by Michael Addition to a Nitroolefin
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