Recherches dans la série des cyclitols XLII. Synthèses de cyclitols  tout‐cis  dérivés du cyclopentane; préparation des cyclopentane‐tétrol et ‐ pentol  tout‐cis | Zendy

Cocu F. G. | Zendy; Posternak Th. | Zendy

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Recherches dans la série des cyclitols XLII. Synthèses de cyclitols tout‐cis dérivés du cyclopentane; préparation des cyclopentane‐tétrol et ‐ pentol tout‐cis

Author(s) -

Cocu F. G.,

Posternak Th.

Publication year - 1971

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19710540619

Subject(s) - cyclopentane , chemistry , stereochemistry , medicinal chemistry

All ‐ cis cyclitols derived from cyclopentane have been prepared in two ways: (i) by LiAlH 4 reduction of all ‐ cis epoxypolyos; (ii) by dimethyl sulfoxide treatment, in the presence of sodium hydrogencarbonate, of brominated derivatives containing a neighbouring benzoyloxy group; under these conditions, the halogen is replaced by a cis ‐oriented hydroxyl group. Thus all ‐ cis cyclopentane‐tetrol and ‐pentol have been prepared; their configuration has been confirmed by NMR. spectroscopy.

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