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The Development of Rhodium-Catalyzed Asymmetric Hydroformylation of 1-Alkenes to Access Chiral Aldehydes

Thesis advisor: James Morken / Asymmetric hydroformylation (AHF) is a metal-catalyzed reaction in which CO and H2 are added across an olefin to form a new carbon-carbon bond. AHF has perfect atom-economy and is an ideal way to form a chiral aldehyde. However, the utility of branch selective hydroformylation is limited due to a lack of readily available ligands and restrictions on a wide variety of terminal olefins. Herein, Rh-catalyzed asymmetric hydroformylation of 1-alkenes is reported using commercially available Ph-BPE ligand to generate α-chiral aldehydes. A wide range of terminal olefins were explored and all showed high enantioselectivity (up to 98:2 er) and good regioselectivity (up to 15:1 branched to linear ratio). / Thesis (MS) — Boston College, 2015. / Submitted to: Boston College. Graduate School of Arts and Sciences. / Discipline: Chemistry.

Identiferoai:union.ndltd.org:BOSTON/oai:dlib.bc.edu:bc-ir_104636
Date January 2015
CreatorsAnnis, Alexandra H.
PublisherBoston College
Source SetsBoston College
LanguageEnglish
Detected LanguageEnglish
TypeText, thesis
Formatelectronic, application/pdf
RightsCopyright is held by the author, with all rights reserved, unless otherwise noted.

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