In:
European Journal of Organic Chemistry, Wiley, Vol. 2005, No. 5 ( 2005-03), p. 918-924
Abstract:
The effectiveness in terms of yield and stereoselectivity of (phenylsulfinyl)piperidine (BSP) 1b / trifluoromethanesulfonic anhydride (Tf 2 O) and diphenyl sulfoxide (DPS) 1c /Tf 2 O‐mediated glycosidations of 2‐azido‐3‐ O ‐benzyl‐4,6‐ O ‐benzylidene‐2‐deoxy‐ D ‐thiomannosides 2a/b is described. Application of the BSP/Tf 2 O activator led to productive condensations using p ‐methoxyphenyl 2‐azido‐3‐ O ‐benzyl‐4,6‐ O ‐benzylidene‐2‐deoxy‐ D ‐thiomannoside ( 2b ) as a donor, while the more powerful DPS/Tf 2 O combination gave similar results using both p ‐methoxyphenyl and phenyl 2‐azido‐3‐ O ‐benzyl‐4,6‐ O ‐benzylidene‐2‐deoxy‐ D ‐thiomannosides 2a / b . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2005:5
DOI:
10.1002/ejoc.200400784
Language:
English
Publisher:
Wiley
Publication Date:
2005
detail.hit.zdb_id:
1475010-7
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