The Journal of Organic Chemistry

Alkylation-reduction of carbonyl systems. Part 14. Tandem alkylation-reduction. Highly stereoselective synthesis of (E)-1-hydroxymethyl methyl propenyl ethers from …

FJ Weiberth, SS Hall

Index: Weiberth, Franz J.; Hall, Stan S. Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5308 - 5314

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Abstract

For the 15 esters R, R2CHCOOMe there are 43 possible staggered conformations as shown in Figure 1. We have devised a nomenclature for these that relies on simplicity rather than generality. Of the Ri groups in the set, only two, Et and i-Pr, can adopt more than one staggered conformation. We denote the conformations of the ethyl group in terms of torsions for the sequence CCCC', designating the three possibilities as T= 180, R z 60', or

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