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Synthesis 2006(24): 4159-4162
DOI: 10.1055/s-2006-950340
DOI: 10.1055/s-2006-950340
PAPER
© Georg Thieme Verlag Stuttgart · New YorkNon-Catalyzed, Atom-Economic, High-Yield Synthesis of Tertiary α-Hydroxyphosphane Selenides
Weitere Informationen
Received
12 July 2006
Publikationsdatum:
02. November 2006 (online)
Publikationsverlauf
Publikationsdatum:
02. November 2006 (online)
Abstract
First examples of a facile hydroselenophosphorylation of aldehydes are reported. Nucleophilic addition of P,Se-ambident secondary phosphane selenides to a series of aldehydes proceeds under catalyst-free conditions at room temperature to give tertiary α-hydroxyphosphane selenides in high yield.
Key words
hydroselenophosphorylation - α-hydroxyphosphane selenides - aldehydes - nucleophilic addition
- 1a
Belletti D.Graiff C.Massera C.Pattacini R.Predieri G.Tiripicchio A. Inorg. Chim. Acta 2003, 356: 187 - 1b
Adams RD.Kwon OS.Sanyal S. Organomet. Chem. 2003, 681: 258 - 1c
Hussain MS.Isab AA. Chemical Crystallogr. 2000, 30: 731 - 1d
Malik S.Duddeck H.Omelanczuk J.Choudhary M. Chirality 2002, 14: 407 - 1e
Cauzzi D.Graiff C.Massera C.Predieri G.Tiripicchio A. Inorg. Chim. Acta 2000, 300-302: 471 - 1f
Belletti D.Graiff C.Massera C.Pattacini R.Predieri G.Tiripicchio A. Inorg. Chim. Acta. 2003, 350: 421 - 1g
Steinberger HU.Ziemer B.Meisel M. Acta Crystallogr. 2001, C57: 323 - 1h
Kimura T.Murai T. Chem. Lett. 2004, 33: 879 - 2a
Purdela D.Vilceanu R. Chemistry of Organic Compounds of Phosphorus (in Russian) Nauka; Moscow: 1972. - 2b
Hoge B.Neufeind S.Hettel S.Wiebe W.Thösen C. J. Organomet. Chem. 2005, 690: 2382 - 2c
Ivanova NI.Gusarova NK.Konovalova NA.Sinegovskaya LM.Samoylov VG.Markosyan SM.Avseenko ND.Sukhov BG.Trofimov BA. Russ. J. Gen. Chem. (Engl. Transl.) 2006, 76: 98 - 2d
Ivanova NI.Gusarova NK.Nikitina EA.Albanov AI.Sinegovskaya LM.Nikitin MV.Konovalova NA.Trofimov BA. Phosphorus, Sulfur Silicon Relat. Elem. 2004, 179: 7 - 2e
Gusarova NK.Reutskaya AM.Ivanova NI.Medvedeva AS.Demina MM.Novopashin PS.Afonin AV.Albanov AI.Trofimov BA. J. Organomet. Chem. 2002, 659: 172 - 2f
Ivanova NI.Gusarova NK.Nikitina EA.Medvedeva SA.Al’pert ML.Trofimov BA. Chem. Heterocycl. Compd. (Engl. Transl.) 2004, 520 - 2g
Gusarova NK.Arbuzova SN.Reutskaya AM.Ivanova NI.Baikalova LV.Sinegovskaya LM.Chipanina NN.Afonin AV.Ziryanova IA. Chem. Heterocycl. Compd. (Engl. Transl.) 2002, 71 - 2h
Chipanina NN.Baikalova LV.Sinegovskaya LM.Kanitskaya LV.Fedorov SV.Zyryanova IA.Ivanova NI.Reutskaya AM.Tiunov MP.Gusarova NK.Trofimov BA. Russ. J. Gen. Chem. (Engl. Transl.) 2004, 74: 540 - 2i
Baikalova LV.Zyryanova IA.Chipanina NN.Sinegovskaya LM.Ivanova NI.Mamaseva TV.Gusarova NK.Afonin AV.Trofimov BA. Russ. J. Gen. Chem. (Engl. Transl.) 2005, 75: 200 - 3a
Well M.Schmutzler R. Phosphorus, Sulfur Silicon Relat. Elem. 1992, 72: 171 - 3b
Gusarova NK.Ivanova NI.Konovalova NA.Avseenko ND.Sukhov BG.Larina LI.Trofimov BA. In Proceedings of the 7th IUPAC International Conference on the Heteroatom Chemistry Shanghai; China: 2004. p.115 - 3c
Trofimov BA.Gusarova NK.Ivanova NI.Konovalova NA.Bogdanova MV.Albanov AI.Avseenko ND.Sukhov BG. Russ. J. Gen. Chem. (Engl. Transl.) 2004, 74: 1625 - 3d
Ivanova NI.Baikalova LV.Konovalova NA.Ziryanova IA.Albanov AI.Sinegovskaya LM.Kukhareva VA.Tatarinova AA.Avseenko ND.Sukhov BG.Gusarova NK.Trofimov BA. Chem. Heterocycl. Compd. (Engl. Transl.) 2005, 365 - 3e
Kosolapoff GM.Maier L. In Organic Phosphorus Compounds Vol. 4: Wiley-Interscience; New York: 1972. - 4
Sukhov BG.Gusarova NK.Ivanova NI.Bogdanova MV.Kagheva ON.Alexandrov GG.D’yachenko OA.Sinegovskaya LM.Malysheva SF.Trofimov BA. Zh. Strukt. Khim. 2005, 46: 1103 ; Chem. Abstr. 2006, 145, 907534 - 5a
Trofimov BA.Brandsma L.Arbuzova SN.Malysheva SF.Gusarova NK. Tetrahedron Lett. 1994, 35: 7647 - 5b
Trofimov BA.Gusarova NK.Arbuzova SN. Russ. Chem. Rev. 1999, 68: 215