Synthesis of bis(benzoxazole) frameworks chiralized by planar chiral [2.2]Paracyclophane

Polat E., Turbedaroglu O., Çakıcı M.

TETRAHEDRON LETTERS, vol.67, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 67
  • Publication Date: 2021
  • Doi Number: 10.1016/j.tetlet.2021.152871
  • Journal Name: TETRAHEDRON LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, Veterinary Science Database
  • Keywords: Bis(benzoxazole), [2.2]Paracyclophane, Planar chirality, Horeau principle
  • Ataturk University Affiliated: Yes

Abstract

In this study, a new class of chiral bis(benzoxazole) has been synthesized. The bis(benzoxazole) framework, which has an achiral structure was chiralized by a planar chiral [2.2]paracyclophane moiety. Both enantiomeric forms of the bis(benzoxazole) derivatives were successfully obtained in 99% ee. Even though the starting material was not completely enantiomerically pure, enantiomeric enrichment was afforded by the Horeau principle in the synthesis route. (C) 2021 Elsevier Ltd. All rights reserved.