130323-28-3Relevant academic research and scientific papers
Toward the synthesis of (+)-peloruside A via an intramolecular vinylogous aldol reaction
Gazaille, Jeffrey A.,Abramite, Joseph A.,Sammakia, Tarek
, p. 178 - 181 (2012/03/08)
The use of the intramolecular vinylogous aldol reaction for the preparation of an advanced intermediate for the synthesis of peloruside A is described. The reaction was applied to compound 19 and proceeds in high yield and good levels of diastereoselectiv
Allylcopper intermediates with N-heterocyclic carbene ligands: Synthesis, structure, and catalysis
Russo, Vlncenzo,Herron, Jessica R.,Ball, Zachary T.
supporting information; experimental part, p. 220 - 223 (2010/03/30)
(Figure presented) Allylcopper Intermediates with N-heterocyclic carbene liganda are synthesized by transmetalation of allylsiloxane reagents, and the crystal structures of allylcopper compounds are reported. The allylcopper transmetalation is utilized fo
Asymmetric Carbonyl Addition Reactions to Benzyloxyaldehydes by Binaphthol-Titanium Catalyst: Anti- vs. Syn-Diastereofacial Preference in Anomalous Nonchelation Complexation
Mikami, Koichi,Matsukawa, Satoru,Sawa, Eiji,Harada, Akinori,Koga, Nobuaki
, p. 1951 - 1954 (2007/10/03)
An anomalous nonchelation diastereofacial selectivity is observed in the titanium-catalyzed carbonyl addition reaction to benzyl-protected alkoxyaldehydes.There is a dichotomy in the sense of syn- vs. anti-diastereofacial preference, dictated by the bulkiness of the migratory group: The sterically demanding silyl group gives syn-diastereofacial preference and the less sterically demanding proton leads to anti-diastereofacial preference.
Acyclic Stereocontrol Based on Chelation-Controlled Ene Reaction with Chiral α- and β-Alkoxyaldehydes
Mikami. Koichi,Loh, Teck-Peng,Nakai, Takeshi
, p. 13 - 16 (2007/10/02)
The Lewis acid-promoted ene reactions with chiral α- and β-benzyloxyaldehydes have been developed and shown to afford high levels of both diastereofacial (chelation) selection and simple diastereoselection (anti), thus providing an efficient method for stereocontrol over three contiguous chiral centers.
