Regioselective ring opening of glucose derived spiro epoxides

Luigi Lay; Francesco Nicotra; Luigi Panza; Giovanni Russo

doi:10.1055/s-1995-4892

Regioselective ring opening of glucose derived spiro epoxides

Luigi Lay, Francesco Nicotra, Luigi Panza, Giovanni Russo

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.

Lingua originale	Inglese
pagine (da-a)	167-168
Numero di pagine	2
Rivista	Synlett
Volume	1995
Numero di pubblicazione	2
DOI	https://doi.org/10.1055/s-1995-4892
Stato di pubblicazione	Pubblicato - feb 1995
Pubblicato esternamente	Sì

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10.1055/s-1995-4892

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title = "Regioselective ring opening of glucose derived spiro epoxides",

abstract = "Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.",

keywords = "Exo-glycal, dimethyldioxirane, epoxides, regioselective ring opening",

author = "Luigi Lay and Francesco Nicotra and Luigi Panza and Giovanni Russo",

year = "1995",

month = feb,

doi = "10.1055/s-1995-4892",

language = "English",

volume = "1995",

pages = "167--168",

journal = "Synlett",

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AU - Lay, Luigi

AU - Nicotra, Francesco

AU - Panza, Luigi

AU - Russo, Giovanni

PY - 1995/2

Y1 - 1995/2

N2 - Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.

AB - Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.

KW - Exo-glycal

KW - dimethyldioxirane

KW - epoxides

KW - regioselective ring opening

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U2 - 10.1055/s-1995-4892

DO - 10.1055/s-1995-4892

M3 - Article

SN - 0936-5214

VL - 1995

SP - 167

EP - 168

JO - Synlett

JF - Synlett

IS - 2

ER -

Regioselective ring opening of glucose derived spiro epoxides

Abstract

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