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A series of enantiomerically pure 2-(2-(diarylphosphino)aryl)-oxazolines was prepared from commercially available or synthetic amino alcohols. For oxazoline formation three procedures were employed: ( i ) one pot condensation with a 2-halobenzoic acid, ( ii ) ZnCl 2 catalyzed condensation with a...
2-Ethyl-1-methyl-1-phenyl cyclopentane, unavailable by butyllithium-promoted carbocyclisation of the corresponding alkenyl selenide, has been efficiently produced using two different strategies involving the carbocyclisation of 6-phenyl-6-methylseleno-1-heptene as the key step.
The reaction of silicon substituted vinyloxiranes in the presence of catalytic amount of palladium (0) catalyst affords the title compounds. This new reaction proceeds smoothly, under very mild conditions and with complete chirality transfer. One-pot addition of selected organometallic...
A synthesis of novel allyl 1,1-hetero- and homobimetallic compounds where M=Sn or Si′ and M′=Si via a palladium catalyzed reduction employing ammonium formate is described. The regioselectivity in the reductions is routinely>99:1. Reaction of these novel reagents was also investigated with...
2-Ethyl-1-methyl-1-phenyl cyclopentane, unavailable by butyllithium-promoted carbocyclisation of the corresponding alkenyl selenide, has been synthesized from 6-methylseleno-6-phenyl-1-phenylthio-1-heptene and 7-methylseleno-7-phenyl-2-phenylthio-2-octene with high stereocontrol at all the three...
The addition of γ-monosubstituted allylchromium(III) reagents to N-protected α-amino aldehydes proceeds in a stereoconvergent manner in contrast with the case of the unsubstituted reagents, where the stereoselectivity depends on the nature of the group bonded to the nitrogen. The chromium(III)...
Functionalized aryl and alkenyl iodides undergo an iodine-lithium exchange at −90 to −80 °C providing polyfunctional organolithiums which are stable for a short time at these low temperatures and can be transmetalated to organozinc derivatives by the addition of zinc bromide. The resulting...
Hydroalumination and hydrozirconation of alkynes lead to vinylic organometallics which react with benzylic chlorides at room temperature under the influence of in situ-generated, catalytic quantities of (presumably) Ni(0), to afford allylated aromatics in good yields.
A novel route to substituted tetrahydrofurans is described, which is based on the Lewis acid-promoted Prins cyclization with side chain formation of carbon-carbon bond. Bishomoallylic silyl ethers, rather than the (chloro)benzyl ethers and esters, provide selectivity tetrahydrofurans, indicating...
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