@article{b27845a66a7e4dc8a4b89cb622888dd7,
title = "Stereoelectronic Model to Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates",
abstract = "Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.",
keywords = "carbocations, carbohydrates, conformational analysis, electrostatic effects, stereoselectivity",
author = "Beaver, {Matthew G.} and Buscagan, {Trixia M.} and Olga Lavinda and Woerpel, {K. A.}",
note = "Funding Information: This research was supported by the National Institutes of Health, National Institute of General Medical Sciences (GM-61066). We thank Dr. Chin Lin (NYU) for assistance with NMR spectroscopy and mass spectrometry, and Dr. Chunhua Hu (NYU) for assistance with crystallographic studies. Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",
year = "2016",
month = jan,
day = "26",
doi = "10.1002/anie.201507806",
language = "English (US)",
volume = "55",
pages = "1816--1819",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "5",
}