Efficient Preparation of Optically Active (S)-(-)-3-Methyl-γ-butyrolactone by Catalytic Asymmetric Hydrogenation Using Chiral N-Substituted Pyrrolidinebisphosphine Rhodium Complexes

(S)-(-)-2-Methyl succinamic acid, which is a good precursor of (S)-(-)-3-methyl-γ-butyrolactone, can be prepared by homogeneous asymmetric hydrogenation of 2-methylene succinamic acid catalyzed by (2S, 4S)-N-substituted-4-(diphenylphosphino)-2-[(diphenylphosphino)-methyl]pyrrolidine-rhodium complexe...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1991/10/25, Vol.39(10), pp.2706-2708
Hauptverfasser:	TAKEDA, Hideo, TACHINAMI, Takeshi, HOSOKAWA, Shigeki, ABURATANI, Masakazu, INOGUCHI, Kiyoshi, ACHIWA, Kazuo
Format:	Artikel
Sprache:	eng
Schlagworte:	(S)-(-)-2-methylsuccinamic acid (S)-(-)-3-methyl-γ-butyrolactone asymmetric hydrogenation Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives N-substituted pyrrolidinebisphosphines ligand Organic chemistry Preparations and properties rhodium-bisphosphine complex
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Beschreibung
Zusammenfassung:	(S)-(-)-2-Methyl succinamic acid, which is a good precursor of (S)-(-)-3-methyl-γ-butyrolactone, can be prepared by homogeneous asymmetric hydrogenation of 2-methylene succinamic acid catalyzed by (2S, 4S)-N-substituted-4-(diphenylphosphino)-2-[(diphenylphosphino)-methyl]pyrrolidine-rhodium complexes. Various N-substituted pyrrolidine-bisphosphines were synthesized to find the optimum ligand for this purpose and to compare the effects of the N-substituents.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.39.2706