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1.
alpha-Oxymethyl Ketone Enolates for the Asymmetric Mannich Reaction. From Acetylene and N-Alkoxycarbonylimines to beta-Amino Acids This work was supported by the University of the Basque Country, the Basque Government (Projects UPV 170.215-G47/98, EX-1998-124) and in part by M. E. C. (Project PB 98-0549). Grants to A.S. and M.C.G. from the Basque Government, and to C.L. from the Government of Navarra and M.E.C. are acknowledged.
Palomo C; Oiarbide M; González-Rego MC; Sharma AK; García JM; González A; Landa C; Linden A.
Angew Chem Int Ed Engl ; 39(6): 1063-1066, 2000 Mar.
Article in English | MEDLINE | ID: mdl-10760923
2.
Camphor-based alpha-bromo ketones for the asymmetric darzens reaction
Palomo C; Oiarbide M; Sharma AK; Gonzalez-Rego MC; Linden A; Garcia JM; Gonzalez A.
J Org Chem ; 65(26): 9007-12, 2000 Dec 29.
Article in English | MEDLINE | ID: mdl-11149844

ABSTRACT

(1R)-2-endo-Bromoacetyl-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (endo-2-bromoacetylisoborneol) 4 and its trimethylsilyl ether 3 are presented as efficient reagents for the asymmetric Darzens reaction. From the alpha,beta-epoxy ketone adducts the chiral inductor camphor is removed, by treatment with ceric(IV) ammonium nitrate, to yield the corresponding epoxy acids which are isolated as their dicyclohexylammonium salts.

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