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Tetrahedron Letters

Volumn 24, Issue 20, 1983, Pages 2079-2082

Reduction of Δ2-isoxazolines-2. A facile synthesis of 3(2H)-furanones.

(2) Curran, Dennis P a Singleton, David H a

a UNIVERSITY OF PITTSBURGH (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0343998166 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)81849-3 Document Type: Article

Times cited : (43)

References (18)

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- Parker¹ Raphael² Wilkinson³

2
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- Geiparvarin
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3
- 0345434935
- Antitumour plants. Part 6. Novel modified germacranolides and other constituents of Eremanthus elaeagnus Schultz-bip (compositae)
- Eremantholides
- (1978) Journal of the Chemical Society, Perkin Transactions 1 , pp. 1572
- LeQuesne¹ Levery² Menachery³ Brennan⁴ Raffauf⁵

4
- 0019966861
- Antitumor plants. 12. Further sesquiterpenoid constituents of Lychnophora affinis Gardn. (Compositae). X-ray structure analysis of lychnophorolide A
- Lychnophorolide
- (1982) The Journal of Organic Chemistry , vol.47 , pp. 1519
- LeQuesne¹ Menachery² Pastore³ Kelley⁴ Brennan⁵ Onan⁶ Raffauf⁷

5
- 0001039697
- For references dealing with the synthesis and chemistry of 3(2H)-furanones see:
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 1501
- Smith¹ Levenberg² Jerris³ Scarborough⁴ Wovkulich⁵

6
- 0018905391
- Synthesis of geiparvarin: a novel antitumor agent possessing a 3(2H)-furanone ring
- (1980) Tetrahedron Letters , vol.21 , pp. 711
- Jerris¹ Smith²

7
- 33845553544
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 4024
- Curran¹

8
- 84919043706
- Curran, D. P. manuscript submitted.

9
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- For an approach based on isoxazoles see:
- (1966) Gazz. chem. Ital. , vol.96 , pp. 1073
- Casnati¹ Quilico² Ricca³ Vita⁴

10
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- (1967) Tetrahedron Lett. , pp. 327
- Casnati¹ Ricca²

11
- 84919043705
- 2O) followed by olefin addition.

12
- 33845553544
- Boric acid was not required for these reductions and was generally omitted
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 4024
- Curran¹

13
- 84919043704
- Curran, D. P. manuscript submitted.

14
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- (1974) J. Am. Chem. Soc. , vol.96 , pp. 7125
- Baldwin¹ Hofle² Lever³

15
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- (1982) Organomet. , vol.1 , pp. 830
- Soderquist¹ Hsu²

16
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- Springer-Verlag, New York
- (1971) The Nitrile Oxides
- Grundmann¹ Grunanger²

17
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- (1960) J. Am. Chem. Soc. , vol.82 , pp. 5339
- Mukaiyama¹ Hoshino²

18
- 84919043703
- All new compounds exhibited satisfactory spectral data. New furanones gave satisfactory elemental analysis and/or high resolution mass spectra.

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