Novel Synthesis and Structure of Phosphanyl Sugar DerivativesFootnote¹
1. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.

Mitsuji Yamashita Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Akihiro Yabui Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Kazumitsu Suzuki Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Yukihiro Kato Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Miyuki Uchimura Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Akihito Iida Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Hiroyuki Mizuno Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Koichi Ikai Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Tatsuo Oshikawa Department of Materials Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu, 432, Japan

Laszlo Parkanayi Department of Chemistry, Baker Laboratory, Cornell University, Ithaca, New York, 14853-1301, U.S.A.

Jon Clardy Department of Chemistry, Baker Laboratory, Cornell University, Ithaca, New York, 14853-1301, U.S.A.

show all

Abstract

Some phosphanyl sugar derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen, were synthesized from 2- and 3-phospholenes as starting materials. Catalytic cis-dihydroxylation of 2-phospholene or 3-phospholene 1-oxide derivatives with osmium(VIII) oxide in the presence of a cooxidant afforded 3-deoxy- or 1-deoxy-tetrofuranose-type phosphanyl sugar derivatives, respectively. cis- Dihydroxylation of 4-acyloxy-2-phospholene 1-oxide derivatives gave tetrofuranose type phosphanyl sugar derivatives. Some of these derivatives of phosphanyl sugars were subjected to structural analyses using ¹H NMR and X-ray crystallography.

1. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.

Notes

1. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.

Tables of atomic coordinates, bond lengths, and bond angles have been deposited with the Cambridge Crystallographic Data Centre. These tables may be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Novel Synthesis and Structure of Phosphanyl Sugar DerivativesFootnote¹
1. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.

Information for

Open access

Opportunities

Help and information

Novel Synthesis and Structure of Phosphanyl Sugar DerivativesFootnote11. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.

Abstract

Notes

Reprints and Corporate Permissions

Academic Permissions

Related research

To cite this article:

Download citation

Information for

Open access

Opportunities

Help and information

Keep up to date

Your download is now in progress and you may close this window

Login or register to access this feature

Novel Synthesis and Structure of Phosphanyl Sugar DerivativesFootnote¹
1. Presented at the XVIIIth Inlernational Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.