@article{d5ca296d2f614c8da93755ab9f48c6aa,
title = "Diastereoselective manipulations of bicyclo[m.1.0] alkane derivatives. 3. Nucleophilic additions to the carbonyl carbon of (1R,8R)-Bicyclo[6.1.0]nonan-2,6-dione 2-(2S,3S)-1,4-Di-O-methyl-1,2,3,4-butane ketal",
abstract = "Conformations of the title compound were studied using a Monte Carlo search technique. Two principal conformational motifs were observed for the bicyclic carbocycle in which both faces of the carbonyl appear susceptible to nucleophilic attack. The title compound was synthesized in eight steps from cis-1,5-cyclooctanediol. Additions of nucleophiles (e.g., CH3Li) to the title compound gave adducts in good yields, but with low levels of diastereoselectivity, in agreement with computational prediction.",
author = "Mash, {Eugene A.} and Nimkar, {Kalpana S.} and Baron, {James A.}",
note = "Funding Information: Acknowledgment. Partial support of this research by Research Corporation, by the Elsa U. Pardee Foundation, by the E. I. DuPont de Nemours Company, and by the University of Arizona through the Materials Characterization Program and the Office of the Vice President for Research are gratefully acknowledged. Assistance from Dr. Michael Bruck of the Molecular Structure Laboratory is gratefully acknowledged.",
year = "1997",
month = jul,
day = "7",
doi = "10.1016/S0040-4020(97)00615-7",
language = "English (US)",
volume = "53",
pages = "9043--9056",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Ltd",
number = "27",
}