Use of asymmetric propargyl dicobalt hexacarbonyl complexes in organic synthesis: Access to enantiomerically pure α-hydroxy acid derivatives

The trapping under different conditions of the carbocation generated by acid treatment of chiral Co 2(CO) 6-complexed propargylic secondary alcohols permitted access to either diastereoisomer at the propargylic center. Further chemical manipulations provided either enantiomer of enantiomerically pur...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 52; pp. 9773 - 9776
Main Authors Betancort, Juan M., Rodríguez, Carmen Ma, Martín, Víctor S.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 24.12.1998
Elsevier
Subjects
asymmetric synthesis
Chemistry
Chemistry, Organic
Nicholas reaction
Physical Sciences
Science & Technology
Nicholas reaction
asymmetric synthesis
POLYETHER TOXINS
NUCLEOPHILES
ALCOHOLS
EPIMERIZATION
RING
CYCLIC ETHERS
SUGARS
CYCLIZATION
CATIONS
Online AccessGet full text

Cover

More Information
Summary:The trapping under different conditions of the carbocation generated by acid treatment of chiral Co 2(CO) 6-complexed propargylic secondary alcohols permitted access to either diastereoisomer at the propargylic center. Further chemical manipulations provided either enantiomer of enantiomerically pure 1,2-difunctionalized molecules such as 1,2-diols, α-hydroxy-aldehydes or α-hydroxy-acids. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)02170-4