Asymmetric Conjugate Additions of Carbonyl Compounds to Nitroalkenes under Solvent-Free Conditions Using Fluorous Diaminomethylenemalononitrile Organocatalyst

The novel fluorous organocatalyst bearing a diaminomethylenemalononitrile motif is prepared. The fluorous organocatalyst efficiently promotes asymmetric conjugate additions of ketones to nitroalkenes and results in high yields of these addition products with excellent enantioselectivities under solv...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 2017/12/01, Vol.65(12), pp.1185-1190
Hauptverfasser:	Hirashima, Shin-ichi, Narushima, Takafumi, Kawada, Masahiro, Nakashima, Kosuke, Hanai, Kaori, Koseki, Yuji, Miura, Tsuyoshi
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Carbonyl compounds Carbonyls Catalysis conjugate addition Conjugates fluorous Ketones Ketones - chemistry Nitriles - chemistry Nitro Compounds - chemistry organocatalyst solvent-free Solvents Stereoisomerism
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Beschreibung
Zusammenfassung:	The novel fluorous organocatalyst bearing a diaminomethylenemalononitrile motif is prepared. The fluorous organocatalyst efficiently promotes asymmetric conjugate additions of ketones to nitroalkenes and results in high yields of these addition products with excellent enantioselectivities under solvent-free conditions.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.c17-00596