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Photobromination of a bicyclic mimic of alpha-L-fucose; Components for a combinatorial library of rigid fucose analogues

Abstract:

Photobromination of a rigid bicyclic α-L-fucose analogue, affords a single crystalline monobromide, the structure of which is confirmed by X-ray cvystallography. Displacement of this bromide with azide proceeds with inversion to a single crystalline azide, which on reduction leads to an amine and thence to a range of novel substituted rigid α-L-fucose derivatives. Hydrolysis of the bromide leads to two isomenc alcohols via an acetate migration. Both the bromide and amine may prove to be usefu...

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Publication status:
Published

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Journal:
TETRAHEDRON LETTERS More from this journal
Volume:
40
Issue:
16
Pages:
3255-3258
Publication date:
1999-04-16
DOI:
ISSN:
0040-4039
Language:
English
Pubs id:
pubs:36906
UUID:
uuid:ce62a8f9-8985-4316-974e-3d22531cbabf
Local pid:
pubs:36906
Source identifiers:
36906
Deposit date:
2012-12-19

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