Diastereofacial selectivity
WebAug 15, 1994 · Differential protection of two secondary hydroxyl groups led to a dramatic reversal of diastereofacial selectivity in Payne epoxidation of vinyl spiroketals 2a–g, key building blocks in a proposed total synthesis of calyculins A–H. WebThe diastereofacial selectivity, determined by converting /1- amino esters 3 to /1-lactams 4 and measuring their optical purity, is satisfying (70% ee)29. [Pg.768] Interestingly, the diastereofacial selectivity can be reversed in the Strecker reaction of aldimines derived from galactosylamine 1 by simply changing the solvent.
Diastereofacial selectivity
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WebDec 19, 2024 · The incorporation of geminal dimethyl substitution at C(5) has two effects: (i) it induces a conformational bias on an adjacent, otherwise conformationally labile C(4)-substituent so that it projects towards the N-acyl fragment, thus offering superior diastereofacial selectivity in a range of transformations; and (ii) it hinders nucleophilic ... WebJan 1, 1991 · The previous paper in this series, Part 5, gave a novel theoretical analysis of the origin of diastereofacial selectivity in 1,3-dipolar cycloadditions and discussed the reactions of formonitrile ...
WebDec 29, 2004 · The diastereofacial selectivity operating in Diels-Alder additions involving spirocyclic cross-conjugated cyclohexadienones with dienes of varying reactivity has … WebFeb 1, 2008 · The sterically more demanding FGs ethylsulfonyl, ethoxysulfonyl, and diethoxyphosphonyl induced diastereofacial selectivity in favor of the corresponding syn products, with diethoxyphosphonyl being the most effective. The substrate with FG = PO(OEt)2 delivered, with eight different arenes, the corresponding syn substitution …
WebNov 6, 2024 · A Structure-Reactivity Relationship of the Tandem Asymmetric Dihydroxylation on a Biologically Relevant Diene: Influence of Remote Stereocenters on Diastereofacial Selectivity Daniel M. Gill , … WebB3LYP/6-31G(d) theory has been used to construct a transition structure model which correctly accounts for the observed π-diastereofacial selectivity in intramolecular Diels-Alder reactions induced by allylic substituents attached to the diene.
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WebThe behaviour of 4-hydroxy-4-methylcyclopent-2-enone and related 4-substituted cyclopent-2-enones towards 1,3-dipolar cycloaddition with nitrile oxides is studied. The reactions … chs belle chasseWebJan 1, 1993 · Our working hypothesis is that the non-chelated aldol reactions proceed by way of transition structures 20 and 21 which exhibit opposite selectivity for addition of … describe three different kinds of lipidsWebConcerning the diastereofacial selectivity of aldol reactions of chiral methyl ketone enolates: Evidence for remote chelation in the bafilomycin aldol reaction. Tetrahedron Letters 1993, 34 (52) , 8387-8390. describe three different types of consumersWebJan 1, 1986 · From an experimental point of view, an excess of the titanium reagent is the best method to achieve high selectivity.10 The observed syn selectivity and diastereofacial selectivity favoring 2 can both be read- ily explained by the nonchelated chair transition state model, as suggested for the reactions of the boron enolate … chs benefits loginWebTemperature dependence measurements allow the evaluation of stereoselectivity in terms of differential enthalpy and entropy of activation. An analysis of diastereoselectivity in the addition reaction of nBuLi to O-protected α-hydroxy aldehydes revealed the great importance of the entropic contribution in directing the facial diastereoselectivity. In many … chs bee bearsWebFeb 1, 2000 · Temperature‐dependent selectivity in nucleophilic additions is affected by the solvent. The inversion temperature (marked with arrows in the graph) that appears in the nonlinear Eyring plots of ln (anti/syn ) versus temperature for the addition of butyllithium to an O‐protected α‐hydroxy aldehyde 1 does not depend on nucleophiles (n BuLi ( ), t BuLi … describe three examples of specific phobiasWebA group of people need to get into the house, and can take either stair case. Most of the time both stair cases are used, but sometimes something happens causing one stair … chs bellingham wa hours