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Pure Appl. Chem., 1994, Vol. 66, No. 2, pp. 201-212

Recent advances in the boron route to asymmetric synthesis

H. C. Brown and P. V. Ramachandran

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  • Kobayashi Shū, Endo Toshimitsu, Yoshino Takumi, Schneider Uwe, Ueno Masaharu: Allylation Reactions of Aldehydes with Allylboronates in Aqueous Media: Unique Reactivity and Selectivity that are Only Observed in the Presence of Water. Chem. Asian J. 2013, 8, 2033. <>
  • Lopchuk Justin M., Green Ilene L., Badenock Jeanese C., Gribble Gordon W.: A Short, Protecting Group-Free Total Synthesis of Bruceollines D, E, and J. Org. Lett. 2013, 15, 4485. <>
  • Hirayama Lacie C., Haddad Terra D., Oliver Allen G., Singaram Bakthan: Direct Synthesis of B-Allyl and B-Allenyldiisopinocampheylborane Reagents Using Allyl or Propargyl Halides and Indium Metal Under Barbier-Type Conditions. J Org Chern 2012, 77, 4342. <>
  • BROWN H. C., RAMACHANDRAN P. V.: ChemInform Abstract: Recent Advances in the Boron Route to Asymmetric Synthesis. ChemInform 2010, 25, no. <>
  • Kui Lu, Yang-Jie Wu, Yan-Jun Xing, Da-Peng Zou, Zhi-Xian Zhou: Studies on the syntheses and properties of boronoalkoxycalix [4] arenes. Chin J Chem 2010, 17, 674. <>
  • Chen Zhiyong, Sinha Subhash C.: Total synthesis of 27-hydroxy-bullatacin and its C-15 epimer, and studies on their inhibitory effect on bovine heart mitochondrial complex I functions. Tetrahedron 2008, 64, 1603. <>
  • Gleason James L., Ashenhurst James A.: CP-225,917 synthetic studies: unusual hydroboration regioselectivity influenced by remote functional groups. Tetrahetron Lett 2008, 49, 504. <>
  • Roy Chandra D., Brown Herbert C.: Stability of boronic esters – Structural effects on the relative rates of transesterification of 2-(phenyl)-1,3,2-dioxaborolane. J Organomet Chem 2007, 692, 784. <>
  • Suri Jeff T, Vu Truong, Hernandez Arturo, Congdon Julie, Singaram Bakthan: Enantioselective reduction of aryl ketones using LiBH4 and TarB-X: a chiral Lewis acid. Tetrahetron Lett 2002, 43, 3649. <>
  • Lu Kui, Jie Wu Yang, Xing Wang Hong, Xian Zhou Zhi: Syntheses, characterizations and properties of boronoalkylalkoxycalix[4]arenes. J Polyhedron 1999, 18, 1153. <>
  • Song Yilin, Wang Quanrui, Ding Zongbiao, Tao Fenggang, Wu Jinchuan, Chen Mingqin: Asymmetric Homologation of Cedranediol Boronic Esters and X-Ray Structure of Cedranediol 1-Chloro-1- Phenylmetylboronate. Synth Common 1999, 29, 415. <>
  • Harada Toshiro, Kaneko Takayuki, Fujiwara Takayuki, Oku Akira: A novel 1,2-migration of arylzincates bearing a leaving group at benzylic position: Application to a three-component coupling of p-iodobenzyl derivatives, trialkylzincates, and electrophiles leading to functionalized p-substituted benzenes. Tetrahedron 1998, 54, 9317. <>
  • Wang Zhe, La Brittany, Fortunak Joseph M., Meng Xian-Jun, Kabalka George W.: Enantioselective synthesis of α-hydroxy carboxylic acids: Direct conversion of α-oxocarboxylic acids to enantiomerically enriched α-hydroxy carboxylic acids via neighboring group control. Tetrahetron Lett 1998, 39, 5501. <>
  • Song Yilin, Ding Zongbiao, Wang Quanrui, Tao Fenggang: Preparation of Cedranediol Boronic Esters. Synth Common 1998, 28, 3757. <>
  • Renard Pierre-Yves, Six Yvan, Lallemand Jean-Yves: 1,3-dienylboronates in diels-alder reaction: Part III. Tetrahetron Lett 1997, 38, 6589. <>
  • Wang Xiande, Liu Yan-Song, Nair Usha B., Armstrong Daniel W., Ellis Bronwyn, Williams Kenneth M.: Enantiomeric composition of monoterpenes in conifer resins. Tet Asymm 1997, 8, 3977. <>
  • Caro Bertrand, Sénéchal-Tocquer Marie-Claude, Sénéchal Denis, Guen Françoise Robin-le: Hydroboration, followed by water addition of benchrotrenic alkenes. Formal dihydrogen addition. J Organomet Chem 1996, 525, 283. <>
  • Brown Herbert C., Malhotra Sanjay V., Ramachandran P.Veeraraghavan: Organoboranes for synthesis 17. Generality of hydroboration-amination for the conversion of terpenes into enantiomerically pure terpenylamines. Their utility for gas chromatographic analysis of chiral carboxylic acids. Tet Asymm 1996, 7, 3527. <>
  • Ramachandran P. Veeraraghavan, Gong Baoqing, Brown Herbert C.: Chiral synthesis via organoboranes. 41. The utility ofB-chlorodiisopinocampheylborane for a general synthesis of enantiomerically pure drugs. Chirality 1995, 7, 103. <>
  • Brown Herbert C., Soundararajan Raman: A convenient synthesis of β,γ-unsaturated ketones via allylation of Z-1-halo-1-alkenyl-1,3,2-dioxaborolane. Tetrahetron Lett 1994, 35, 6963. <>