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Volumn 34, Issue 17, 1993, Pages 2791-2794

Lanthanoid(III) triflates as new glycosylation catalysts. Selective and efficient activation of 1-O-methoxyacetyl sugars

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE DERIVATIVE;

ARTICLE; CATALYSIS; METHODOLOGY; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0027314018 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)73563-5 Document Type: Article

Times cited : (51)

References (14)

1
- 84918719356
- The Chemical Society of Japan, Tokyo, Abstract 3E637
- (1992) Abstracts of Papers
- Inanaga¹ Yokoyama² Hanamoto³

3
- 84918719271
- Some of our recent publications in this field: Inanaga, J.; Ujikawa, O.; Handa, Y.; Otsubo, K.; Yamaguchi, M. J. Alloy & Compd. in press

4
- 0026497480
- (1992) Tetrahedron Lett. , vol.33 , pp. 7035-7038
- Inanaga¹ Sugimoto² Hanamoto³

5
- 0001008984
- 2 giving amorphous solids, which were drided at 200°C for 48 h in vacuo.
- (1987) J. Org. Chem. , vol.52 , pp. 1017-1021
- Forsberg¹ Spaziano² Balasubramanian³ Liu⁴ Kinsley⁵ Duckworth⁶ Poteruca⁷ Brown⁸ Miller⁹

6
- 0001008984
- 2 giving amorphous solids which were drided at 200°C for 48 h in vacuo.
- (1987) J. Org. Chem. , vol.52 , pp. 1017-1021
- Forsberg¹ Spaziano² Balasubramanian³ Liu⁴ Kinsley⁵ Duckworth⁶ Poteruca⁷ Brown⁸ Miller⁹

7
- 0002615814
- Lanthanide Trifluoromethanesulfonates as Stable Lewis Acids in Aqueous Media. Yb(OTf)3 Catalyzed Hydroxymethylation Reaction of Silyl Enol Ethers with Commercial Formaldehyde Solution.
- (1991) Chemistry Letters , pp. 2187-2190
- Kobayashi¹

8
- 0026503323
- (1992) Tetrahedron Lett. , vol.33 , pp. 1625-1628
- Kobayashi¹ Hachiya²

10
- 0040804207
- 4f-Elements in Organic Synthesis
- T.J. Marks, I.L. Fragala, Reidel D, New York
- (1985) Fundamental and Technological Aspects of Organo-f-Element Chemistry , pp. 49-76
- Kagan¹

11
- 84918723813
- The interactions between lanthanide shift reagents and MTPA esters are frequently utilized in NMR study.

12
- 84918714873
- Table Removed, Some other lanthanoid(III) salts were also examined for the glycosylation of 1 and found to be fairly effective as shown in the following table.

13
- 84918744795
- For example, essentially the same result (0.5 h, 98%, α/β=11/89) was obtained in the glycosylation of 3 with 1-octanol (cf. entry 8 in Table 2) by using the recovered catalyst which was dried at 200°C in vacuo for 22 h before use. For the reusability of lanthanoid(III) triflates as catalysts, see also references 4b–4d.

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