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Synthesis 2008(19): 3160-3166
DOI: 10.1055/s-2008-1067257
DOI: 10.1055/s-2008-1067257
SPECIALTOPIC
© Georg Thieme Verlag
Stuttgart ˙ New York
Stereoselective Synthesis of Branched Cyclopentitols by Titanium(III)-Promoted Reductive Cyclization of 4-Oxiranylaldehydes and 4-Oxiranyl Ketones Derived from Hexoses
Further Information
Received
19 May 2008
Publication Date:
05 September 2008 (online)
Publication History
Publication Date:
05 September 2008 (online)
Abstract
Titanocene chloride efficiently promotes the intramolecular reductive cross coupling of highly functionalized 4-oxiranylaldehydes and 4-oxiranyl ketones derived from readily available hexoses affording branched cyclopentitols with good stereoselectivity.
Key words
carbohydrates - electron transfer - epoxides - radical reactions - titanium
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