Journal article icon

Journal article

syn-β-Hydroxyallylic silanes from terminal epoxide α-lithiation-silylation and alkenylation: application to the tetrahydrofuran portion of the lytophilippines.

Abstract:
Lithiation-in situ silylation of terminal epoxides using lithium 2,2,6,6-tetramethylpiperidide in combination with phenyldimethyl(or diethyl)silyl chloride provides a direct process for the synthesis of trans-α,β-epoxysilanes, which undergo α-ring opening with alkenylcoppers to give syn-β-hydroxyallylic silanes. The chemistry is applied in an annulation approach to the C(10)-C(19) tetrahydrofuran-containing portion of the lytophilippines.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1021/ol3018853

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Organic letters
Volume:
14
Issue:
17
Pages:
4402-4405
Publication date:
2012-09-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:28b0b826-ba15-4dbf-b359-be94dd1370d0
Source identifiers:
349798
Local pid:
pubs:349798
Language:
English

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP