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, Almanya
Olıver Plefka Universität Freiburg, Almanya
Prof. Dr. Betül KARATAŞ Kırşehir Ahi Evran Üniversitesi, Türkiye
Gertrud Auer Universität Freiburg, Almanya
Roland Fröhlıch
University Of Münster, Almanya
Chrıstıan Mück Lıchtenfeld
University Of Münster, Almanya
Stefan Grımme
University Of Münster, Almanya
Martın Oestreıch
University Of Münster, Almanya
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 Yayınlanma Tarihi 12-12-2008
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