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

Research output: Contribution to journal › Article › 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.

Original language	English
Pages (from-to)	167-168
Number of pages	2
Journal	Synlett
Volume	1995
Issue number	2
DOIs	https://doi.org/10.1055/s-1995-4892
Publication status	Published - Feb 1995
Externally published	Yes

Keywords

Exo-glycal
dimethyldioxirane
epoxides
regioselective ring opening

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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",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

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T1 - Regioselective ring opening of glucose derived spiro epoxides

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

UR - https://www.scopus.com/pages/publications/84906290436

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

Keywords

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