SCOPUS 정보 검색 플랫폼

Volumn 18, Issue 50, 1977, Pages 4361-4364

An efficient general synthesis of ω-olefinic methyl esters

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0242452539 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)83508-5 Document Type: Article

Times cited : (70)

References (20)

1
- 0000044010
- N2-type dealkylation see
- (1976) Org. Reactions , vol.24 , pp. 187
- McMurry¹

2
- 0001879144
- For specific examples wherein sulfur is the nucleophile see
- (1970) Tetrahedron Letters , pp. 4459
- Bartlett¹ Johnson²

4
- 84970619814
- Reactions with thioethoxide ion in dimethylformamide. I. Selective demethylation of aryl methyl ethers
- (1972) Australian Journal of Chemistry , vol.25 , pp. 1719
- Feutrill¹ Murington²

5
- 84918302965
- (1972) Austr. J. Chem. , vol.25 , pp. 1733
- Feutrill¹ Murington²

6
- 84918302964
- During the course of this investigation Professor T. Ross Kelly informed us that lithium thiomethoxide in HMPA at room temperature is an effective reagent for alkyl-oxygen cleavage of lactones and aryl methyl ethers; T. R. Kelly, B. B. Dali and W.-G. Tsang, Tetrahedron Letters, in press.

7
- 22244439039
- The Preparation of Naphthylselen-carboxylic Acids.
- (1958) Acta Chemica Scandinavica , vol.12 , pp. 1347
- Sjoberg¹ Herdevall²

8
- 84981755231
- Die Aufspaltung des γ-Butyrolactons und α-Amino-γ-butyrolactons mit Natriummethylmercaptid bzw.-selenid. Eine Synthese des Methionins
- (1950) Chemische Berichte , vol.83 , pp. 265
- Plieninger¹

9
- 0001202009
- Hypophosphorous Acid, a Novel Reagent for the Reduction of Diselenides and the Selenol-Catalyzed Reduction of Disulfides1,2
- (1966) The Journal of Organic Chemistry , vol.31 , pp. 1202
- Gunther¹

10
- 84918302963
- Neurotropic and psychotropic substances. XXXVIII. Derivatives of 10,11-dihydrodibenzo[b,f]selenepin
- (1969) Collection of Czechoslovak Chemical Communications , vol.34 , pp. 3801
- Sindelar¹ Metysova² Protiva³

13
- 0017405222
- Regioselective O-demethylation in the aporphine alkaloid series
- For an example of the demethylation of aryl methyl ethers with sodium benzyl selenolate see:
- (1976) The Journal of Organic Chemistry , vol.42 , pp. 1228
- Ahmad¹ Saá² Cava³

15
- 0001166507
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 5813
- Reich¹ Reich² Renga³

16
- 84918302961
- Similar results have been obtained by Professor Dennis Liotta and associates (H. Santiesteban and W. Markiewicz) of Emory University; see accompanying articles. We wish to thank Professor Liotta for providing us with a preprint of their work prior to publication.

17
- 84918302960
- Treatment of butyrolactone with lithium phenyl selenolate in HMPA at 70° C also effects ring cleavage albeit in only 30% yield. This reagent, an air sensitive high melting solid (295-3000C with decomp.), was prepared by treating a benzene solution of phenyl selenol [W. G. Salmond, M. A. Barta A. M. Cain and M. C. Sobala, Tetrahedron Letters, 1683 (1977)] with 1.1 eq of methyl lithium. Removal of the solvent in vacuo and trituration with dry ether yields the reagent as an off white solid.

19
- 0003592858
- second edition, W. A. Benjamin Inc, Menlo Park, Calif
- (1972) Modern Synthetic Reactions , pp. 494
- House¹

20
- 84918302958
- In a related study we have demonstrated that sodium phenyl selenolate in DMF effects nucleophilic ring cleavage of such monoactivated cyclopropanes as 2-acetylcyclopropane and bicyclo[3.1.0]-2-hexanone. The results of this study will be forthcoming in the near future.

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