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Enantioselective Lactonization of 3,3,6-Trimethyl-4(E)-heptenoic Acid Esters
Joint Authors
Szumny, Antoni
Łyczko, J.
Obara, Robert
Source
Issue
Vol. 2018, Issue 2018 (31 Dec. 2018), pp.1-8, 8 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2018-12-02
Country of Publication
Egypt
No. of Pages
8
Main Subjects
Abstract EN
Studies on the use of lactonization in the asymmetric synthesis of 6,6-dimethyl-4-isopropyl-3-oxabicyclo[3.1.0]hexan-2-one were described.
An asymmetrically induced lactonization reaction was performed on 3,3,6-trimethyl-4(E)-heptenoic acid esters (1) and enantiomerically pure alcohols such as (−)-menthol (a), (+)-menthol (b), (−)-borneol (c), (+)-isomenthol (d), (−)-isopinocampheol (e), and (S)-(−)-1-(2-bornylphenyl)-1-ethanol (f).
The enantiomerically pure alcohols that were used as ancillary chiral substances were characterized by markedly different values of induction power; menthol (a, b), borneol (c), and phenetyl alcohol (f) performed better in asymmetric δ-lactonization, whereas isomenthol (d) and isopinocampheol (e) tended to favor asymmetric γ-lactonization.
American Psychological Association (APA)
Obara, Robert& Łyczko, J.& Szumny, Antoni. 2018. Enantioselective Lactonization of 3,3,6-Trimethyl-4(E)-heptenoic Acid Esters. Journal of Chemistry،Vol. 2018, no. 2018, pp.1-8.
https://search.emarefa.net/detail/BIM-1182485
Modern Language Association (MLA)
Obara, Robert…[et al.]. Enantioselective Lactonization of 3,3,6-Trimethyl-4(E)-heptenoic Acid Esters. Journal of Chemistry No. 2018 (2018), pp.1-8.
https://search.emarefa.net/detail/BIM-1182485
American Medical Association (AMA)
Obara, Robert& Łyczko, J.& Szumny, Antoni. Enantioselective Lactonization of 3,3,6-Trimethyl-4(E)-heptenoic Acid Esters. Journal of Chemistry. 2018. Vol. 2018, no. 2018, pp.1-8.
https://search.emarefa.net/detail/BIM-1182485
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1182485