Studies directed towards anthracyclinone syntheses : the use of d-glucose as a chiral auxiliary in asymmetric diels-alder reactions
Joint Authors
Miller, Jonathan P.
Stoodley, Richard J.
Source
Journal of Saudi Chemical Society
Issue
Vol. 17, Issue 1 (31 Jan. 2013), pp.29-42, 14 p.
Publisher
Publication Date
2013-01-31
Country of Publication
Saudi Arabia
No. of Pages
14
Main Subjects
Topics
Abstract EN
Setting up the correct functionality with the correct stereochemistry in the ring-A of anthracycline precursors represents a synthetic challenge.
The use of D-glucose as a chiral auxiliary either on the silyloxy diene or naphthoquinone-based dienophile to form the ring-A using asymmetric Diels–Alder reactions as developed by the Stoodley group and is the focus of this review.
The endo-transition state is described based on a frontier orbital approach and the HOMO–LUMO energy gaps were estimated using semi-empirical (MNDO) calculations with SPARTAN’08.
As anthracyclines are used in chemotherapy, some of their associated biochemistry and clinical effectiveness are also briefly introduced.
American Psychological Association (APA)
Miller, Jonathan P.& Stoodley, Richard J.. 2013. Studies directed towards anthracyclinone syntheses : the use of d-glucose as a chiral auxiliary in asymmetric diels-alder reactions. Journal of Saudi Chemical Society،Vol. 17, no. 1, pp.29-42.
https://search.emarefa.net/detail/BIM-351545
Modern Language Association (MLA)
Miller, Jonathan P.& Stoodley, Richard J.. Studies directed towards anthracyclinone syntheses : the use of d-glucose as a chiral auxiliary in asymmetric diels-alder reactions. Journal of Saudi Chemical Society Vol. 17, no. 1 (Jan. 2013), pp.29-42.
https://search.emarefa.net/detail/BIM-351545
American Medical Association (AMA)
Miller, Jonathan P.& Stoodley, Richard J.. Studies directed towards anthracyclinone syntheses : the use of d-glucose as a chiral auxiliary in asymmetric diels-alder reactions. Journal of Saudi Chemical Society. 2013. Vol. 17, no. 1, pp.29-42.
https://search.emarefa.net/detail/BIM-351545
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 40-42
Record ID
BIM-351545