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Tetrahedron Letters

Volumn 29, Issue 25, 1988, Pages 3149-3152

Enantiomeric synthesis of polysubstituted Furanes by stereoselective intramolecular bromoetherification

(5) Tonn, C E a Palazon J M a Ruiz Perez C a Rodrlguez, M L a Martin V S a

a UNIVERSIDAD DE LA LAGUNA (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001408368 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4039(88)85109-8 Document Type: Article

Times cited : (27)

References (20)

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- Faulkner¹

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- Erickson¹

7
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- Fukuzawa¹ Kurosawa²

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- Kumausallene, a new bromoallene from the marine red alga Laurencia nipponica Yamada.
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- Suzuki¹ Koizumi² Suzuki³ Kurozawa⁴

9
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- Kumausynes and deacetylkumausynes, four new halogenated C-15 acetylenes from the red alga Laurencia nipponica Yamada.
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- Suzuki¹ Koizumi² Suzuki³ Kurozawa⁴

10
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- and references cited therein.
- (1987) Tetrahedron , vol.43 , pp. 3309
- Boivin¹

11
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- and references cited therein.
- (1987) J. Org. Chem. , vol.52 , pp. 4062
- Tamaru¹ Hojo² Kawawura³ Sawada⁴ Yoshida⁵

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- Kinetic resolution of racemic allylic alcohols by enantioselective epoxidation. A route to substances of absolute enantiomeric purity?
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- Martín¹ Woodard² Katsuki³ Yamada⁴ Ikeda⁵ Sharpless⁶

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- General method to transform chiral 2,3-epoxyalcohols into erythro or threo 1,2-epoxyalcohols with total stereochemical control
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- Palázon¹ Añorbe² Martín³

17
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- A similar ratio is obtained with N-bromo succinimide as bromonium source, however the yields are a little smaller (60–70%). Other solvent systems gave substantial differences (complete details will be given in a forthcoming full paper).

18
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- A complete homonuclear correlation (COSY) was needed to unequivocally establish the ring size, once the geminal proton to the bromine atom had been assigned by bidimensional heteronuclear spectroscopy.

19
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- Mitsunobu¹

20
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- 13) spectroscopic data and high resolution mass spectrometric data for the new products were obtained.

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