Literature DB >> 21999103

Efficient organocatalytic cross-aldol reaction between aliphatic aldehydes through their functional differentiation.

Taichi Kano1, Hisashi Sugimoto, Keiji Maruoka.   

Abstract

A chemo- and stereoselective asymmetric direct cross-aldol reaction between aliphatic aldehydes and α-chloroaldehydes has been developed as a method for the formation of the sole cross-aldol adduct with both enantio- and diastereocontrol, and either anti- or syn-aldol adducts were obtained in good to excellent stereoselectivities by use of proline or a novel axially chiral amino sulfonamide as catalyst.

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Year:  2011        PMID: 21999103     DOI: 10.1021/ja208873k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

1.  Rapid and stereochemically flexible synthesis of polypropionates: super-silyl-governed aldol cascades.

Authors:  Patrick B Brady; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-17       Impact factor: 15.336

2.  Chirality-driven self-assembly: application toward renewable/exchangeable resin-immobilized catalysts.

Authors:  Elizabeth M Menuey; John Zhou; Shuyuan Tian; Reid E Brenner; Zhaoyang Ren; Duy H Hua; Kathleen V Kilway; Shin A Moteki
Journal:  Org Biomol Chem       Date:  2022-06-01       Impact factor: 3.890

3.  Catalytic discrimination between formyl groups in regio- and stereoselective intramolecular cross-aldol reactions.

Authors:  Tomonori Baba; Junya Yamamoto; Kazuhiro Hayashi; Makoto Sato; Masahiro Yamanaka; Takeo Kawabata; Takumi Furuta
Journal:  Chem Sci       Date:  2016-02-22       Impact factor: 9.825

4.  Asymmetric synthesis of dibenzo[b,d]azepines by Cu-catalyzed reductive or borylative cyclization.

Authors:  Patricia Rodríguez-Salamanca; Rocío Martín-de la Calle; Verónica Rodríguez; Pedro Merino; Rosario Fernández; José M Lassaletta; Valentín Hornillos
Journal:  Chem Sci       Date:  2021-11-10       Impact factor: 9.825

  4 in total

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