Literature DB >> 27910157

Asymmetric Synthesis by Using Natural Sunlight under Absolute Achiral Conditions.

Masami Sakamoto1, Koh Shiratsuki1, Naohiro Uemura1, Hiroki Ishikawa1, Yasushi Yoshida1, Yoshio Kasashima2, Takashi Mino1.   

Abstract

Irradiation of prochiral (E)-aroylacrylamide with sunlight gave single-handed pyrrolinone quantitatively and with an enantiomeric excess (ee) of over 99 % under absolutely achiral conditions. The phenomenon was explained by photoisomerization and reversible cyclization followed by dynamic crystallization involving deracemization.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric synthesis; chiral amplification; deracemization; dynamic crystallization; photoisomerization

Year:  2017        PMID: 27910157     DOI: 10.1002/chem.201605583

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Guiding a divergent reaction by photochemical control: bichromatic selective access to levulinates and butenolides.

Authors:  Revannath L Sutar; Saumik Sen; Or Eivgi; Gal Segalovich; Igor Schapiro; Ofer Reany; N Gabriel Lemcoff
Journal:  Chem Sci       Date:  2017-12-18       Impact factor: 9.825

2.  Photoracemization-Based Viedma Ripening of a BINOL Derivative.

Authors:  Giuseppe Belletti; Carola Tortora; Indradevi D Mellema; Paul Tinnemans; Hugo Meekes; Floris P J T Rutjes; Svetlana B Tsogoeva; Elias Vlieg
Journal:  Chemistry       Date:  2019-12-12       Impact factor: 5.236

  2 in total

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