Stereoselective Alcohol Silylation by Dehydrogenative Si O Coupling Scope Limitations and Mechanism of the Cu H Catalyzed Non Enzymatic Kinetic Resolution with Silicon Stereogenic Silanes
 
Yazarlar (8)
Sebastıan Rendler University Of Münster
Olıver Plefka Universität Freiburg
Prof. Dr. Betül KARATAŞ Kırşehir Ahi Evran Üniversitesi, Türkiye
Gertrud Auer Universität Freiburg
Roland Fröhlıch University Of Münster
Chrıstıan Mück Lıchtenfeld University Of Münster
Stefan Grımme University Of Münster
Martın Oestreıch University Of Münster
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Chemistry - A European Journal
Dergi ISSN 0947-6539 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SSCI
Makale Dili İngilizce Basım Tarihi 11-2008
Kabul Tarihi 12-04-2026 Yayınlanma Tarihi
Cilt / Sayı / Sayfa 14 / 36 / 11512–11528 DOI 10.1002/chem.200801377
Makale Linki http://doi.wiley.com/10.1002/chem.200801377
Özet
Ligand‐stabilized copper(I)–hydride catalyzes the dehydrogenative Si–O coupling of alcohols and silanes—a process that was found to proceed without racemization at the silicon atom if asymmetrically substituted. The present investigation starts from this pivotal observation since silicon‐stereogenic silanes are thereby suitable for the reagent‐controlled kinetic resolution of racemic alcohols, in which asymmetry at the silicon atom enables discrimination of enantiomeric alcohols. In this full account, we summarize our efforts to systematically examine this unusual strategy of diastereoselective alcohol silylation. Ligand (sufficient reactivity with moderately electron‐rich monophosphines), silane (reasonable diastereocontrol with cyclic silanes having a distinct substitution pattern) as well as substrate identification (chelating donor as a requirement) are introductorily described. With these basic data at hand, the …
Anahtar Kelimeler
Alcohols asymmetric catalysis | Copper | Kinetic resolution | Silicon