Applications of cyclopropylboranes in organic synthesis. 1. A stereocontrolled route to substituted cyclopropanol derivatives

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This article has been cited by 9 ACS Journal articles (5 most recent appear below).

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  SmI₂-Promoted Reformatsky-Type Reaction and Acylation of Alkyl 1-Chlorocyclopropanecarboxylates

  Takao Nagano, Jiro Motoyoshiya, Akikazu Kakehi and Yoshinori Nishii
  Organic Letters2008 10 (23), 5453-5456

  • SmI₂-Promoted Reformatsky-Type Reaction and Acylation of Alkyl 1-Chlorocyclopropanecarboxylates

    Takao Nagano, Jiro Motoyoshiya, Akikazu Kakehi and Yoshinori Nishii
    Organic Letters2008 10 (23), 5453-5456

    In the presence of HMPA in THF, highly stereoselective SmI2-promoted substitutions of alkyl 1-chlorocyclopropanecarboxylates 1 using various ketones, aldehydes (Reformatsky-type reaction), and acyl chlorides (acylation) proceeded to give trans-adducts (...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Highly Stereoselective Radical Carbonylations of gem-Dihalocyclopropane Derivatives with CO

  Yoshinori Nishii, Takao Nagano, Hideki Gotoh, Ryohei Nagase, Jiro Motoyoshiya, Hiromu Aoyama, and Yoo Tanabe
  Organic Letters2007 9 (4), 563-566

  • Highly Stereoselective Radical Carbonylations of gem-Dihalocyclopropane Derivatives with CO

    Yoshinori Nishii, Takao Nagano, Hideki Gotoh, Ryohei Nagase, Jiro Motoyoshiya, Hiromu Aoyama, and Yoo Tanabe
    Organic Letters2007 9 (4), 563-566

    A couple of radical carbonylations of gem-dihalocyclopropanes 1 using CO and Bu3SnH (formylation) or Bu3Sn(CH2CHCH2) (allylacylation) successfully proceeded to give trans and cis adducts (2 and 3) with good to excellent stereoselectivity (trans/cis = >99/...

    Abstract | Full Text HTML | Hi-Res PDF
• 

  Conformational Constraint in Oxazolidinone Antibacterials. Synthesis and Structure−Activity Studies of (Azabicyclo[3.1.0]hexylphenyl)oxazolidinones

  Adam R. Renslo, Priyadarshini Jaishankar, Revathy Venkatachalam, Corinne Hackbarth, Sara Lopez, Dinesh V. Patel, and Mikhail F. Gordeev
  Journal of Medicinal Chemistry2005 48 (15), 5009-5024

  • Conformational Constraint in Oxazolidinone Antibacterials. Synthesis and Structure−Activity Studies of (Azabicyclo[3.1.0]hexylphenyl)oxazolidinones

    Adam R. Renslo, Priyadarshini Jaishankar, Revathy Venkatachalam, Corinne Hackbarth, Sara Lopez, Dinesh V. Patel, and Mikhail F. Gordeev
    Journal of Medicinal Chemistry2005 48 (15), 5009-5024

    The oxazolidinones are a new class of synthetic antibacterials effective against a broad range of pathogenic Gram-positive bacteria, including multi-drug-resistant strains. Linezolid is the first drug from this class to reach the market and has become an ...

    Abstract | Full Text HTML | Hi-Res PDF
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  Ruthenium(salen)-Catalyzed Aerobic Oxidative Desymmetrization of meso-Diols and Its Kinetics

  Hideki Shimizu, Satoaki Onitsuka, Hiromichi Egami, and Tsutomu Katsuki
  Journal of the American Chemical Society2005 127 (15), 5396-5413

  • Ruthenium(salen)-Catalyzed Aerobic Oxidative Desymmetrization of meso-Diols and Its Kinetics

    Hideki Shimizu, Satoaki Onitsuka, Hiromichi Egami, and Tsutomu Katsuki
    Journal of the American Chemical Society2005 127 (15), 5396-5413

    Chiral (nitrosyl)ruthenium(salen) complexes were found to be efficient catalysts for aerobic oxidative desymmetrization of meso-diols under photoirradiation to give optically active lactols. The scope of the applicability of this reaction ranges widely ...

    Abstract | Full Text HTML | Hi-Res PDF
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  (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol:  Chiral Auxiliary and Efficient Protecting Group for Boronic Acids

  Joachim E. A. Luithle and Jörg Pietruszka
  The Journal of Organic Chemistry2000 65 (26), 9194-9200

  • (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol:  Chiral Auxiliary and Efficient Protecting Group for Boronic Acids

    Joachim E. A. Luithle and Jörg Pietruszka
    The Journal of Organic Chemistry2000 65 (26), 9194-9200

    (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol (1) has been used as an efficient chiral auxiliary in the cyclopropanation of alkenylboronic esters. The stability of the obtained cyclopropylboronic esters allowed the chromatographic separation of ...

    Abstract | Full Text HTML | Hi-Res PDF

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