Literature DB >> 22893041

Camphor-derived C1-symmetric chiral diamine organocatalysts for asymmetric Michael addition of nitroalkanes to enones.

Yirong Zhou1, Qiang Liu, Yuefa Gong.   

Abstract

A series of stable C(1)-symmetric chiral diamines (2a–2l) were conveniently synthesized by condensing exo-(-)-bornylamine or (+)-(1S,2S,5R)-menthylamine with various commercially available Cbz-protected amino acids. Among them, 2a can efficiently promote the Michael addition of nitroalkanes to a broad scope of enones with high yields (up to 96%) and excellent enantioselectivities (up to 98%) under mild conditions.

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Year:  2012        PMID: 22893041     DOI: 10.1039/c2ob25922b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  Stereodivergent Synthesis of Camphor-Derived Diamines and Their Application as Thiourea Organocatalysts.

Authors:  Sebastijan Ričko; Franc Požgan; Bogdan Štefane; Jurij Svete; Amalija Golobič; Uroš Grošelj
Journal:  Molecules       Date:  2020-06-29       Impact factor: 4.411

2.  Sterically Demanding Flexible Phosphoric Acids for Constructing Efficient and Multi-Purpose Asymmetric Organocatalysts.

Authors:  Fabian Scharinger; Ádám Márk Pálvölgyi; Melanie Weisz; Matthias Weil; Christian Stanetty; Michael Schnürch; Katharina Bica-Schröder
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-26       Impact factor: 16.823

  2 in total

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