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Pure Appl. Chem., 1987, Vol. 59, No. 7, pp. 895-906

Allylboranes - molecular design

Yu. N. Bubnov

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  • Hansmann Max M., Melen Rebecca L., Rominger Frank, Hashmi A. Stephen K., Stephan Douglas W.: Activation of Alkynes with B(C6F5)3 – Boron Allylation Reagents Derived from Propargyl Esters. J. Am. Chem. Soc. 2014, 136, 777. <>
  • Hartog Tim den, Toro Juan Manuel Sarria, Chen Peter: A Palladium-Catalyzed Methylenation of Olefins Using Halomethylboronate Reagents. Org. Lett. 2014, 16, 1100. <>
  • Yu Shichao, Ma  Shengming: Allene in katalytischer asymmetrischer Synthese und Naturstoffsynthese. angew chemie 2012, 124, 3128. <>
  • Yu Shichao, Ma Shengming: Allenes in Catalytic Asymmetric Synthesis and Natural Product Syntheses. Angew Chem Int E 2012, 51, 3074. <>
  • Kehr Gerald, Erker Gerhard: 1,1-Carboboration. Chem Commn 2012, 48, 1839. <>
  • Gal′pern E. G., Kudinov A. R., Stankevich I. V., Gambaryan N. P., Kalinin V. N., Bubnov Yu. N.: Triallylborane and some its analogs as ligands in transition metal π-complexes: theoretical investigations. Russ Chem Bull 2009, 58, 47. <>
  • Klimenko Ivan P., Medvedev Andrey F., Korolev Victor A., Kolomnikova G.D., Tomilov Yury V., Bubnov Yuri N.: First allylboration of organic compounds with the NN double bond. Synthesis of N-allylpyrazolidines and allyl-1,2-diphenylhydrazine. J Organomet Chem 2009, 694, 2106. <>
  • Wu Jessica Y., Moreau Benoît, Ritter Tobias: Iron-Catalyzed 1,4-Hydroboration of 1,3-Dienes. J Am Chem Soc 2009, 131, 12915. <>
  • Gurskii M. E., Erdyakov S. Yu., Potapova T. V., Bubnov Yu. N.: Allylboranes and the synthesis of diamond molecules. Russ Chem Bull 2008, 57, 802. <>
  • Wrackmeyer Bernd, Tok Oleg L.: First 1,1-organoboration reactions of vinyltin compounds—a route to boryl-substituted stannolanes and organo-substituted stannol-3-enes. Appl Organometal Chem 2007, 21, 531. <>
  • Wrackmeyer Bernd: Metallacyclopentadienes and related heterocycles via 1,1-organoboration of alkyn-1-ylmetal compounds. Heteroatom Chem 2006, 17, 188. <>
  • Turks Māris, Lawrence Adrien K., Vogel Pierre: The bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters. New route to sulfoxides. Tetrahetron Lett 2006, 47, 2783. <>
  • Wrackmeyer Bernd, Tok Oleg L., Khan Azim, Badshah Amin: 1,1-Organoboration of silylethynyltin compounds studied by multinuclear magnetic resonance spectroscopy: isomerization at the CC bonds and electron-deficient SiHB bridges. Appl Organometal Chem 2005, 19, 1249. <>
  • Bubnov Yuri N., Kuznetsov Nikolai Y., Pastukhov Fedor V., Kublitsky Vadim V.: A Convenient Method for the Generation of Allylic Dihaloboranes and Diallyl(chloro)borane and Their Application in the Allylboration of Alkenes and Acetylenes. Eur J Org Chem 2005, 2005, 4633. <>
  • Vishnevskii Yu. V., Vilkov L. V., Rykov A. N., Karasev N. M., Bubnov Yu. N., Gurskii M. E.: Gas electron diffraction study of the geometric structure of triallylborane molecule. Russ Chem Bull 2005, 54, 99. <>
  • Kuznetsov N. Yu., Starikova Z. A., Averkiev B. B., Bubnov Yu. N.: Synthesis of 6,7-benzo-3-borabicyclo[3.3.1]nonane and its 3-aza analog from 2-allylphenyl(diallyl)borane. Intramolecular arylboration of the C=C bond. Russ Chem Bull 2005, 54, 678. <>
  • Wrackmeyer Bernd, Klimkina Elena V, Milius Wolfgang, Bubnov Yuri N: Reactivity of 1-boraadamantanes towards bis(trialkylstannyl)ethynes. First examples of 3-boratricyclo[,9]dodecanes, and the molecular structure of a tetraalkyldiboroxane. J Organomet Chem 2003, 687, 108. <>
  • Wrackmeyer Bernd, Milius Wolfgang, Tok Oleg L., Bubnov Yuri N.: Reactivity of 1,6-Bis(trimethylsilyl)-hexa-3-ene-1,5-diynes towards Triethylborane, Triallylborane, and 1-Boraadamantane: First Molecular Structure of a 4-Methylene-3-borahomoadamantane Derivative, and the First 6,8-Diborabicyclo[2.2.2]oct-2-ene Derivative. Chem Eur J 2002, 8, 1537. <<1537::AID-CHEM1537>3.0.CO;2-D>
  • Wrackmeyer Bernd, Pedall Andreas, Milius Wolfgang, Tok Oleg L, Bubnov Yuri N: From bis(silylamino)tin dichlorides via di(1-alkynyl)-bis(silylamino)tin to new heterocycles by 1,1-organoboration. J Organomet Chem 2002, 649, 232. <>
  • Wrackmeyer Bernd, Bhatti Moazzam H, Ali Saqib, Tok Oleg L, Bubnov Yuri N: Reactivity of some poly-1-alkynylsilicon and -tin compounds towards triallylborane—routes to novel heterocycles. J Organomet Chem 2002, 657, 146. <>
  • Wrackmeyer Bernd, Tok Oleg L., Bhatti Moazzam H., Ali Saqib: 1,1-Vinylboration and 1,1-Ethylboration of Di(alkyn-1-yl)silanes: Synthesis of New Siloles. Collect Czech Chem Commun 2002, 67, 822. <>
  • Bubnov Yu. N., Klimkina E. V.: Synthesis of some alkaloids using the allyl derivatives of boron (review). Chem Heterocycl Compd 1999, 35, 888. <>
  • Bubnov Yu. N., Gurskii M. E., Pershin D. G., Lyssenko K. A., Antipin M. Yu.: Complexes of 1-boraadamantane and its derivatives with 1-azaadamantanes: Synthesis and molecular structure. Russ Chem Bull 1998, 47, 1771. <>
  • Voronstsova N. V., Rozenberg V. I., Tok O. L., Bubnov Yu. N.: Diastereoselective allylboration of carbonyl derivatives of [2.2]paracyclophane. Russ Chem Bull 1997, 46, 2152. <>
  • Clark Andrew J., Kasujee Ismail, Peacock Joanne L.: Diastereoselective reactions of δ-siloxyallylzirconium reagents with aldehydes. Tetrahetron Lett 1995, 36, 7137. <>
  • Zhou Weike, Liang Shaofang, Yu Su, Luo Weiming: Allylboration of some ketones and aldehydes with 2-allyl-1,2-oxaborolane. Isolation of their intermediate adducts and synthesis of homoallylic alcohols. J Organomet Chem 1993, 452, 13. <>
  • Brown Herbert C., Phadke Avinash S., Bhat Narayan G.: Highly general synthesis of [E]- and [Z]-3-alkylsubstituted allylboronates via one-carbon homologation of stereospecific 1-alken-1-ylboronates. Tetrahetron Lett 1993, 34, 7845. <>
  • Bubnov Yu.N., Gurskii M.E., Gridnev I.D., Ignatenko A.V., Ustynyuk Yu.A., Mstislavsky V.I.: Determination of the activation parameters of permanent allylic rearrangement in allyl- and methallylboranes and in 1,1-bis(dipropylborylmethyl)ethylene by dynamic NMR spectroscopy. J Organomet Chem 1992, 424, 127. <>
  • Masuda Yuzuru, Hoshi Masayuki, Arase Akira: The Hydroboration of 3-Chloro-1-iodo-1-propyne with Dialkylboranes, and Its Application to the Syntheses of Some Geminally Dialkylated Propene Derivatives. Bull Chem Soc Jpn 1992, 65, 3294. <>
  • Hoshi Masayuki, Masuda Yuzuru, Arase Akira: The Hydroboration of 3-Chloro-1-trimethylsilyl-1-propyne with Dialkylboranes and Its Application to the Syntheses of (E)-3-Trimethylsilyl-2-alkenes and 3-Trimethylsilyl-1-alkenes. Bull Chem Soc Jpn 1992, 65, 685. <>
  • Brown Herbert C., Rangaishenvi Milind V.: A simple procedure for the synthesis of three-carbon homologated boronate esters and terminal alkenes via nucleopbilic displacement in α-haloallylboronate ester. Tetrahetron Lett 1990, 31, 7115. <>
  • Bubnov Yu.N., Zheludeva V.I., Ignatenko A.V.: Preparation of 1-substituted 1-vinylcycloalkanes from 3,3-tetra- and 3,3-penta-methyleneallylboranes. J Organomet Chem 1989, 359, 151. <>