Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides

Kazunobu Toshima, Hideyuki Nagai, Yasunobu Ushiki, Shuichi Matsumura

Research output: Contribution to journal › Article

42 Citations (Scopus)

Abstract

The glycosidations of silylated glycals and alcohols using a catalytic amount of BCl3 or BBr3 proceeded under mild conditions in a highly stereoselective fashion to afford the corresponding 2-deoxy-α-glycosides in high yields which were often found as the glycosidic components of several bioactive natural products.

Original languageEnglish
Pages (from-to)1007-1009
Number of pages3
JournalSynlett
Issue number9
Publication statusPublished - 1998 Sep

Fingerprint

Glycosides
Biological Products
Alcohols

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides. / Toshima, Kazunobu; Nagai, Hideyuki; Ushiki, Yasunobu; Matsumura, Shuichi.

In: Synlett, No. 9, 09.1998, p. 1007-1009.

Research output: Contribution to journal › Article

Toshima, K, Nagai, H, Ushiki, Y & Matsumura, S 1998, 'Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides', Synlett, no. 9, pp. 1007-1009.
Toshima K, Nagai H, Ushiki Y, Matsumura S. Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides. Synlett. 1998 Sep;(9):1007-1009.
Toshima, Kazunobu ; Nagai, Hideyuki ; Ushiki, Yasunobu ; Matsumura, Shuichi. / Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides. In: Synlett. 1998 ; No. 9. pp. 1007-1009.
@article{7692d1734baf4cfb8d4e9b8019fce419,
title = "Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides",
abstract = "The glycosidations of silylated glycals and alcohols using a catalytic amount of BCl3 or BBr3 proceeded under mild conditions in a highly stereoselective fashion to afford the corresponding 2-deoxy-α-glycosides in high yields which were often found as the glycosidic components of several bioactive natural products.",
author = "Kazunobu Toshima and Hideyuki Nagai and Yasunobu Ushiki and Shuichi Matsumura",
year = "1998",
month = "9",
language = "English",
pages = "1007--1009",
journal = "Synlett",
issn = "0936-5214",
publisher = "Georg Thieme Verlag",
number = "9",

}

TY - JOUR

T1 - Novel glycosidations of glycals using BCl3 or BBr3 as a promoter for catalytic and stereoselective syntheses of 2-deoxy-α-glycosides

AU - Toshima, Kazunobu

AU - Nagai, Hideyuki

AU - Ushiki, Yasunobu

AU - Matsumura, Shuichi

PY - 1998/9

Y1 - 1998/9

N2 - The glycosidations of silylated glycals and alcohols using a catalytic amount of BCl3 or BBr3 proceeded under mild conditions in a highly stereoselective fashion to afford the corresponding 2-deoxy-α-glycosides in high yields which were often found as the glycosidic components of several bioactive natural products.

AB - The glycosidations of silylated glycals and alcohols using a catalytic amount of BCl3 or BBr3 proceeded under mild conditions in a highly stereoselective fashion to afford the corresponding 2-deoxy-α-glycosides in high yields which were often found as the glycosidic components of several bioactive natural products.

UR - http://www.scopus.com/inward/record.url?scp=0002256476&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0002256476&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0002256476

SP - 1007

EP - 1009

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 9

ER -

Access to Document