Complete Sequential Listing - B. M. Trost Bibliography

Two Enabling Strategies for the Stereoselective Conversion of Internal Alkynes into Trisubstituted Alkenes

“…Interestingly though, method Bi sessentially restricted to substrates comprising an unprotected hydroxy group at the allylic positionf lanking the tin moiety.E ven alkenylstannanes with an -OH substituent at the homoallylic site were found to react much slower;g ratifyingly,m ethodAis applicable in such cases (entries [15][16][17][18][19].…”

“…[31] Ongoing investigations will trytoc larify this point. [32] C-Methylation of a-hydroxy alkenylsilanes of type B( E= Si): Cooperativity between the protic functionality in the substrate and ac hloride ligand in ar uthenium catalyst has recently been shown to be strong enough to overturn the inherentb ias of ruthenium-catalyzed trans-hydrosilylations of propargyl alcohols for silyl delivery distal to the -OH group: [15,33] rather,hydrosilylations of propargyl alcohols A catalyzed by [Cp*RuCl] 4 afford products of type B in which the silyl group resides proximal to the steering substituent in good yields and selectivities (Scheme 3). [12,13,16] Since the reaction also tolerates many functional groups, such compounds deserve consideration as readily accessible and more benign substrates forC-alkylation.…”

“…Moreover,r ecent progress in metal-catalyzed trans-hydrometalation of alkynesm akes the required organotin precursors of type B (E = Sn) readily available in isomerically pure form; [12][13][14] the analogousa lkenylsilanes B (E = Si)a re equallyw ell accessible and hence also deserve consideration as possible substrates. [12,15,16] Outlined below is as ummary of our investigations in this field, whichn ow allow us to engage either type of precursor into productive and selectivem ethylation reactions. Interestingly though, we learned that what seemed to be a regular Stille/Migita crosscoupling at the outset of our study is most likely ap urely copper-mediated process, in which the added palladium catalyst serves as an adjuvantr ather than an indispensable catalysti nm any cases.…”

Synthesis of MeO-PEG-Supported Ferrocenyloxazoline Ligands and Their Application in Asymmetric Catalysis

“…The Pd-catalyzed asymmetric allylic substitution is one of the most versatile routes for preparing optically active compounds through carbon-carbon or carbon-heteroatom bond formation. [28,29] Sulfur-nitrogen ligands have recently been proved to be successful in asymmetric allylic substitution. [51] Encouraged by the excellent results obtained in the 1,3-dipolar cycloadditions, we decided to test the catalytic performance of the polymer-supported ferrocenyloxazoline derived N,S ligand 8c in this reaction.…”

“…[26,27] To increase the synthetic utility and practicability of these effective ligands in asymmetric catalysis, herein, we report the facile synthesis of soluble polymer MeO-PEG supported ferrocenyloxazoline-derived chiral N,P and N,S ligands ( Figure 1) and their applications in 1,3-dipolar cycloaddition reaction and asymmetric allylic substitution reaction. [28,29] …”