Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives

Stephen C. Johnson; Curtis Crasto; Sidney M. Hecht

doi:10.1039/a800103k

Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives

Stephen C. Johnson, Curtis Crasto, Sidney M. Hecht

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Carbohydrate ketene acetals derived from mannopyranose and glucopyranose are shown to serve as electron-rich dienophiles in facially selective, Lewis acid-catalyzed inverse electron demand hetero-Diels-Alder reactions.

Original language	English (US)
Pages (from-to)	1019-1020
Number of pages	2
Journal	Chemical Communications
Issue number	9
DOIs	https://doi.org/10.1039/a800103k
State	Published - May 7 1998
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/a800103k

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title = "Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives",

abstract = "Carbohydrate ketene acetals derived from mannopyranose and glucopyranose are shown to serve as electron-rich dienophiles in facially selective, Lewis acid-catalyzed inverse electron demand hetero-Diels-Alder reactions.",

author = "Johnson, {Stephen C.} and Curtis Crasto and Hecht, {Sidney M.}",

year = "1998",

month = may,

day = "7",

doi = "10.1039/a800103k",

language = "English (US)",

pages = "1019--1020",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives

AU - Johnson, Stephen C.

AU - Crasto, Curtis

AU - Hecht, Sidney M.

PY - 1998/5/7

Y1 - 1998/5/7

N2 - Carbohydrate ketene acetals derived from mannopyranose and glucopyranose are shown to serve as electron-rich dienophiles in facially selective, Lewis acid-catalyzed inverse electron demand hetero-Diels-Alder reactions.

AB - Carbohydrate ketene acetals derived from mannopyranose and glucopyranose are shown to serve as electron-rich dienophiles in facially selective, Lewis acid-catalyzed inverse electron demand hetero-Diels-Alder reactions.

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U2 - 10.1039/a800103k

DO - 10.1039/a800103k

M3 - Article

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SP - 1019

EP - 1020

JO - Chemical Communications

JF - Chemical Communications

IS - 9

ER -

Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives

Abstract

ASJC Scopus subject areas

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