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2-Ene-1,4-diols by dimerization of terminal epoxides using hindered lithium amides.

Abstract:
[reaction: see text] Reaction of hindered lithium amides with readily available (enantiopure) terminal epoxides gives 2-ene-1,4-diols via carbenoid dimerization of the corresponding alpha-lithiated epoxides. D-Mannitol and D-iditol were synthesized using this method in three steps from (S)-tritylglycidyl ether.
Publication status:
Published

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Publisher copy:
10.1021/ol050402h

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Organic letters
Volume:
7
Issue:
12
Pages:
2305-2308
Publication date:
2005-06-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:f7ed83c3-ad81-433e-9896-ea5caf3bf19a
Source identifiers:
33124
Local pid:
pubs:33124

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