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O ‐Maltosylation of Heterocyclic Ketene Aminals
Author(s) -
Xu ZhanHui,
Huang ZhiTang
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020201026
Subject(s) - chemistry , ketene , bromide , hydride , medicinal chemistry , stereoselectivity , organic chemistry , hydrogen , catalysis
The stereoselective synthesis of Ø‐maltosides by reacting benzoyl‐substituted heterocyclic ketene aminals 1 or 2 with acetylated maltosyl bromide 3 was investigated. Compounds 1 or 2 reacted with 3 in the presence of mercuric cyanide to give O ‐maltosides 4 or 5 with E ‐configuration. While 1 reacted with 3 in the presence of calcium hydride to give O ‐maltosides 6 with Z ‐configuration.
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