Novel, stereoselective and stereospecific synthesis of allenylphosphonates and related compounds via palladium-catalyzed propargylic substitution
2011 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 353, no 10, 1741-1755 p.Article in journal (Refereed) Published
We have developed a novel method for the synthesis of allenylphosphonates and related compounds based on a palladium(0)-catalyzed reaction of propargylic derivatives with H-phosphonate,H-phosphonothioate, H-phosphonoselenoate, and H-phosphinateesters. The reaction is stereoselective and stereospecific, and provides a convenient entry to a vast array of allenylphosphonates and their analogues with diverse substitution patterns in the allenic moiety and at the phosphorus center. Some mechanistic aspects of this new reaction were also investigated.
Place, publisher, year, edition, pages
2011. Vol. 353, no 10, 1741-1755 p.
allenes, allenylphosphinates, allenylphosphonates, H-phosphonate diesters, palladium, propargylic substitution, SN2’ reactions
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-56470DOI: 10.1002/adsc.201100119ISI: 000292939600014OAI: oai:DiVA.org:su-56470DiVA: diva2:411446
FunderSwedish Research Council
authorCount :22011-04-182011-04-182011-12-28Bibliographically approved