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The discovery and selection of a highly potent and selective Na

Design and synthesis of a series of substituted benzylproline α2δ ligands with improved pharmacokinetic profile over (4S)-phenoxyproline derivatives described previously are reported.

Generation of organolithium reagents using lithio ditert-butyl biphenyl (Freeman's Reagent) leads to facile additions to the naphthalene oxazolines.

Excellent diastereofacial selectivities over a wide range of temperatures (−78 to 25 o C) were obtained with the title compounds with use of chiral oxazolines derived from (S)-valinol or (S)-tert-leucinol. These are the first useful levels of asymmetric induction observed without the presence of the chelating methoxyl groups. The dihydronaphthylcarbinols and aldehydes resulting from these additions were obtained in >98% ee

Excellent diastereoselectivities (⪢98:2) have been obtained in the biaryl coupling of 2′,6′,-disubstituted aryl Grignard reagents 1 with aryl oxazolines 6 , conveniently synthesised from the optically pure amino alcohols L-valinol and (S)-t-leucinol.

Generation of organolithium reagents using lithio ditert-butyl biphenyl (Freeman's Reagent) leads to facile additions to the naphthalene oxazolines.

Excellent diastereofacial selectivities over a wide range of temperatures (−78 to 25 o C) were obtained with the title compounds with use of chiral oxazolines derived from (S)-valinol or (S)-tert-leucinol. These are the first useful levels of asymmetric induction observed without the presence of the chelating methoxyl groups. The dihydronaphthylcarbinols and aldehydes resulting from these additions were obtained in >98% ee

(+)-(9S)-Dihydroerythronolide A, 1, is prepared in 8 steps from macrolide 3 by exploiting the conformational preferences of the (5E,11E)-diene intermediate 2. The stereocontrolled introduction of the hydroxyl groups at C6, C11, and C12 is achieved by osmylation, 2 → 13 and 15 → 1, while that at C5 is obtained by a Zn(BH4)2 reduction, 13 → 14.