Method for palladium catalyzed carbon-carbon coupling and products

• US 5,633,361 A
• Filed: 03/21/1995
• Issued: 05/27/1997
• Est. Priority Date: 06/14/1993
• Status: Expired due to Term

• Current Assignee: Washington State University
• Original Assignee: Washington State University
• Inventors: Eaton, Bruce
• Primary Examiner(s): Wilson, James O.
• Application Number:
  US08/407,893
• Time in Patent Office: 798 Days
• Field of Search: 536/28.53, 536/28.54, 536/22.1, 536/23.1, 536/26.8, 536/26.7
• US Class Current: 536/23.1
• CPC Class Codes: B01J 2231/4255 Stille-type, i.e. RY + R'3SnR'', in which R is alkenyl, aryl, R' is alkyl and R'' is alkenyl or aryl
• CPC Class Codes: B01J 2531/824 Palladium
• CPC Class Codes: B01J 31/2404 Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
• CPC Class Codes: C07H 19/06 Pyrimidine radicals
• CPC Class Codes: C07H 19/10 with the saccharide radical esterified by phosphoric or polyphosphoric acids
• CPC Class Codes: C07H 19/16 Purine radicals
• CPC Class Codes: C07H 19/20 with the saccharide radical esterified by phosphoric or polyphosphoric acids
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids

Abstract

This invention discloses an improved method for the preparation of a superior palladium catalyst that is capable of coupling vinyl and aryl stannanes to 2'"'"'-deoxy-5-iodouridine.

Claims

1. An oligonucleotide comprising a compound of the formula:

##STR14## wherein R₁, R₂, R₃, R₄, and R₅ are independently halo, H, alkyl, alkynyl, alkoxy, or phenyl, and Y is ribose or deoxyribose.

2. The compound of claim 1 wherein said oligonucleotide is a ribonucleic acid.

3. The compound of claim 1 wherein said oligonucleotide is a deoxyribonucleic acid.

4. An oligonucleotide comprising a compound of the formula:

##STR15## wherein R₁, R₂ and R₃ are independently halo, H, alkyl, alkenyl, alkynyl, alkoxy, or phenyl, and Y is ribose or deoxyribose.

5. The compound of claim 4 wherein said oligonucleotide is a deoxyribonucleotide.

6. The compound of claim 4 wherein said oligonucleotide is a ribonucleotide.

7. An oligonucleotide comprising a compound of the formula:

##STR16## wherein R₁, R₂, R₃, R₄, and R₅ are independently halo, H, alkyl, alkynyl, alkoxy, or phenyl, and Y is ribose or deoxyribose.

8. An oligonucleotide comprising a compound of the formula:

##STR17## wherein R₁, R₂ and R₃ are independently halo, H, alkyl, alkenyl, alkynyl, alkoxy, or phenyl, and Y is ribose or deoxyribose.