60027-61-4Relevant articles and documents
BABIPhos Family of Biaryl Dihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation
Li, Guisheng,Zatolochnaya, Olga V.,Wang, Xiao-Jun,Rodríguez, Sonia,Qu, Bo,Desrosiers, Jean-Nicolas,Mangunuru, Hari P. R.,Biswas, Soumik,Rivalti, Daniel,Karyakarte, Shuklendu D.,Sieber, Joshua D.,Grinberg, Nelu,Wu, Ling,Lee, Heewon,Haddad, Nizar,Fandrick, Daniel R.,Yee, Nathan K.,Song, Jinhua J.,Senanayake, Chris H.
supporting information, p. 1725 - 1729 (2018/04/14)
Novel bidentate phosphine ligands BABIPhos featuring a biaryl bis-dihydrobenzooxaphosphole core are presented. Their synthesis was achieved via Pd-catalyzed reductive homocoupling of dihydrobenzooxaphosphole aryl triflates. An efficient route toward various analogues was also established, giving access to phosphines with different electronic and steric properties. The newly obtained ligands demonstrated high efficiency and selectivity in Rh-catalyzed asymmetric hydrogenation of di- and trisubstituted enamides. This new class of ligands is complementary to previously described bidentate benzooxaphosphole ligands BIBOP.
Continuous-flow thermolysis for the preparation of vinylglycine derivatives
Lamborelle, Nicolas,Simon, Justine F.,Luxen, André,Monbaliu, Jean-Christophe M.
, p. 11602 - 11606 (2015/12/08)
Syn sulfoxide elimination was carried out under continuous-flow conditions in a mesofluidic thermolysis reactor. The design of the reactor enabled accurate control of reaction time and conditions, affording a convenient scale-independent procedure for the production of N,C-protected vinylglycine derivatives. Thermolysis at 270 °C under 1000 psi of pressure in superheated toluene enabled typical daily outputs ranging from 11 to 46 g per day with excellent selectivities and ee (>97%). The various competitive reaction pathways were studied and rationalized according to a computational study.
PREPARATION OF ALKENES BY MILD THERMOLYSIS OF SULFOXIDES
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Page/Page column 12; 13; 30, (2010/07/02)
Embodiments of this disclosure, among others, encompass methods for generating alkenes under mild thermolytic conditions that can provide almost total conversion of a precursor compound to an alkene without isomerization or the need to chromatographically purify the final product By selectively blocking the amino and carboxy groups of the depvatized amino acid, the methods of the disclosure provide for the synthesis of a peptide having the vinylglycine moiety at either the carboxy or the amino terminus of the peptide The mild conditions for the thermolytic removal of an o-NO2-phenyl substituted aryl group ensure that there is minimal if any damage to thermally sensitive conjugates such as a peptide bearing the vinylglycine The methods of the present disclosure have practical applications for the preparation of unsaturated compounds under mild, thermolytic conditions.
