Synthesis of medium heterocyclic rings from 6-deoxy-D-allose

R. George S Ritchie; J. Fraser Stoddart; Dolatrai M. Vyas; Walter A. Szarek

doi:10.1016/S0008-6215(00)82105-9

Synthesis of medium heterocyclic rings from 6-deoxy-D-allose

R. George S Ritchie, J. Fraser Stoddart, Dolatrai M. Vyas, Walter A. Szarek^*

^*Corresponding author for this work

Chemistry

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

7 Scopus citations

Abstract

The synthesis of di-(6-deoxy-β-D-allofuranose) 1,5′:1′,5-dianhydride (8) from 6-deoxy-D-allose is described. Periodate oxidation of 8, followed by borohydride reduction and acetylation, yielded a crystalline 2,4,7,9-tetra(acetoxymethyl)-5.10-dimethyl-1,3,6,8-tetraoxecane (3).

Original language	English (US)
Pages (from-to)	279-285
Number of pages	7
Journal	Carbohydrate Research
Volume	32
Issue number	2
DOIs	https://doi.org/10.1016/S0008-6215(00)82105-9
State	Published - Feb 1974

Funding

The authors thank Professor J. K. N. Jones for his interest and encouragement, and the National Research Council of Canada for financial support of this work. The technical assistance of Mr. P. A. Lockwood is also acknowledged.

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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title = "Synthesis of medium heterocyclic rings from 6-deoxy-D-allose",

abstract = "The synthesis of di-(6-deoxy-β-D-allofuranose) 1,5′:1′,5-dianhydride (8) from 6-deoxy-D-allose is described. Periodate oxidation of 8, followed by borohydride reduction and acetylation, yielded a crystalline 2,4,7,9-tetra(acetoxymethyl)-5.10-dimethyl-1,3,6,8-tetraoxecane (3).",

author = "Ritchie, {R. George S} and Stoddart, {J. Fraser} and Vyas, {Dolatrai M.} and Szarek, {Walter A.}",

note = "Funding Information: The authors thank Professor J. K. N. Jones for his interest and encouragement, and the National Research Council of Canada for financial support of this work. The technical assistance of Mr. P. A. Lockwood is also acknowledged.",

year = "1974",

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doi = "10.1016/S0008-6215(00)82105-9",

language = "English (US)",

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journal = "Carbohydrate Research",

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T1 - Synthesis of medium heterocyclic rings from 6-deoxy-D-allose

AU - Ritchie, R. George S

AU - Stoddart, J. Fraser

AU - Vyas, Dolatrai M.

AU - Szarek, Walter A.

N1 - Funding Information: The authors thank Professor J. K. N. Jones for his interest and encouragement, and the National Research Council of Canada for financial support of this work. The technical assistance of Mr. P. A. Lockwood is also acknowledged.

PY - 1974/2

Y1 - 1974/2

N2 - The synthesis of di-(6-deoxy-β-D-allofuranose) 1,5′:1′,5-dianhydride (8) from 6-deoxy-D-allose is described. Periodate oxidation of 8, followed by borohydride reduction and acetylation, yielded a crystalline 2,4,7,9-tetra(acetoxymethyl)-5.10-dimethyl-1,3,6,8-tetraoxecane (3).

AB - The synthesis of di-(6-deoxy-β-D-allofuranose) 1,5′:1′,5-dianhydride (8) from 6-deoxy-D-allose is described. Periodate oxidation of 8, followed by borohydride reduction and acetylation, yielded a crystalline 2,4,7,9-tetra(acetoxymethyl)-5.10-dimethyl-1,3,6,8-tetraoxecane (3).

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DO - 10.1016/S0008-6215(00)82105-9

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JO - Carbohydrate Research

JF - Carbohydrate Research

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ER -

Synthesis of medium heterocyclic rings from 6-deoxy-D-allose

Abstract

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