Show simple item record

dc.contributor.advisorDeardorff, Don
dc.contributor.authorCollier, Summer
dc.date.accessioned2020-08-13T14:55:52Z
dc.date.available2020-08-13T14:55:52Z
dc.date.issued2000-01-01 0:00
dc.identifier.urihttps://scholar.oxy.edu/handle/20.500.12711/566
dc.description.abstractThe overarching goal of this research is the development of synthetic methodologies that permit facile, enantiocontrolled access to molecules of biological importance. A one step reaction forms imidate (3) from its corresponding aldehyde (1) using HCN dissolved in ether, trichloroacetonitrile and DBU as a catalyst. This racemic reaction has allowed for the mass production of (3) to work out the conditions of the palladium reaction. (3) can also be derived from enantiomerically pure unsaturated cyanohydrins (2) upon treatment with trichloroacetonitrile and DBU. Upon exposure to a palladium(II) catalyst, 3 undergoes a stereospecific [3,3] rearrangement to form the related acetamide (4). To date, this reaction has been shown to form only trans double-bond products. These highly functionalized products offer great versatility as chiral building blocks for the preparation of enantioenriched pharmaceutical compounds.
dc.description.sponsorshipAmerican Chemical Society-Petroleum Research Fund
dc.titleStudies Directed Toward the Synthesis of Enantioenriched Unsaturated Cyanohydrins and their Application in an Imidate [3,3] Sigmatropic Shift.
dc.typearticle
dc.abstract.formathtml
dc.description.departmentchem
dc.source.issueurc_student
dc.source.issueurc_student
dc.identifier.legacyhttps://scholar.oxy.edu/urc_student/304
dc.source.statuspublished


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record