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Angewandte Chemie International Edition in English

Volumn 32, Issue 7, 1993, Pages 1044-1046

Enantioselective Addition of Aromatic Thiols to a Ketene

(3) Fehr, Charles a Stempf, Isabelle a Galindo, José a

a Email: (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748233583 PISSN: 05700833 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.199310441 Document Type: Article

Times cited : (58)

References (20)

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4
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- Asymmetrische Synthesen mit Ketenen, VII1)Tertiäre Amine mit einem asymmetrischen C-Atom als Katalysatoren für die asymmetrische Synthese von α-Phenyl-propionsäure-methylester
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- Pracejus, H.¹ Kohl, G.²

5
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- Kinetik und Mechanismus katalytischer Additionsreaktionen an kumulierte Doppelbindungssysteme, III. Tieftemperaturkinetik, H-Isotopeneffekte und Verlauf aminkatalysierter Additionen von Alkoholen an Phenylmethyl- und Diphenylketen
- (1967) Chemische Berichte , vol.100 , pp. 196
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6
- 0000631890
- (b) For diastereoselective additions of chiral alcohols to ketenes, see
- (1982) Tetrahedron Lett. , vol.23 , pp. 4017
- Salz, U.¹ Rüchardt, C.²

7
- 25344475195
- Basekatalysierte asymmetrische Induktion der Reaktion von Methyl(phenyl)keten mit 1-Phenylethanol: Gewinnung von Hydratropasäure in hoher Enantiomerenreinheit
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10
- 0000418426
- (c) for reviews on ketene additions, see
- (1990) Acc. Chem. Res. , vol.23 , pp. 273
- Tidwell, T.T.¹

11
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- Angew. Chem., 480
- (1991)
- Buschmann, H.¹ Scharf, H.D.² Hoffmann, N.³ Esser, P.⁴

12
- 0025780257
- (1991) Angew. Chem. Int. Ed. Engl. , vol.30 , pp. 477

13
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- For a thio Michael addition/enantioselective protonation, see:, J. Chem. Soc. Chem. Common., 485.
- (1991)
- Kumar, A.¹ Salunkhe, R.V.² Rane, R.A.³ Dike, S.Y.⁴

14
- 84989527307
- Indeed, when 5 was stirred with an equimolar mixture of lithium thiolate and (–)‐4 in THF at −60 °C for 3 h, (S)‐1 or (S)‐3 were obtained with diminished enantioselectivities of 81 and 94% ee, respectively. Low enantiofacial discriminations (10–40% ee) resulted from the reactions of 5 with BnSH or BuSH at ‐ 70deg;C and with PhOH, McOH, or (–)‐4 at 20°C.

15
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- Lewis acid-induced internal proton return: enantiocontrolled protonation of an amide enolate
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- (1991) Journal of the American Chemical Society , vol.113 , pp. 5483
- Vedejs, E.¹ Lee, N.²

16
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- The postulated mechanism is in line with related nucleophilic additions to ketenes, see refs. [2 a, c].

17
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- For catalytic enantioselective additions of thiols to cycloalkenones, see
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18
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- a = 7.76

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- Conjugation of Methylsulfonyl and Nitro Groups with the Mercapto Group in Thiophenols1
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.