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Convergent synthesis of conjugated 1,2-disubstituted E-allylic alcohols from two aldehydes and methylenetriphenylphosphorane.

Abstract:
β-Lithiooxyphosphonium ylides, made in situ from an aldehyde and methylenetriphenylphosphorane, react with a second aldehyde to form E-allylic alcohols. α-Branching and α,β-unsaturation in the second aldehyde, together with the lack of further substitution on the phosphorane carbon play important roles in selectivity. A range of these aldehydes, in addition to aromatic aldehydes as the second aldehyde also provided synthetically useful access to E-allylic alcohols.
Publication status:
Published

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Publisher copy:
10.1039/c2ob26346g

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Persaud, RS More by this author
Journal:
Organic and biomolecular chemistry
Volume:
10
Issue:
39
Pages:
7949-7951
Publication date:
2012-10-05
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
URN:
uuid:c0c5bcfe-3580-410d-8fd7-881087981f5e
Source identifiers:
350493
Local pid:
pubs:350493

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