@article{c151406e26a3436b959962cfa00cbfe4,
title = "Synthesis of 4, 6-dialkyl-1,3-dioxins. Versatile intermidiates for the preparation of (E)-alkenones, anti,anti-1, 2, 3-triols and syn-1, 3-diols",
abstract = "The title compounds 4 are prepared from 4-alkyldioxins 2 via a metalation, alkylation sequence. The dialkyl dioxins 4 are thermally labile (providing enones) and undergo highly stereoselective hydroboration or hydrogenation reactions to provide anti, anti-1, 2, 3-triols and syn, 1, 3-diols, respectively. This methodology has been exploited in the synthesis of (±)-endo-1, 3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane.",
author = "Funk, {Raymond L.} and Bolton, {Gary L.}",
note = "Funding Information: Acknowledgment.W e thank the National Science Foundation (CHR-8205144)N, ational Institutes of Health (GM-28663),a nd Eli Lilly and Company for financial support.H igh-field (360M Hz) 1H and 1sC NMR spectraw ere obtained on a spectrometerp urchasedw ith funds provided, in part, by the National Science Foundation (CHK80-24328) ; mass spectraw ere obtained through the National Science FoundationR egionalM ass SpectroscopyC enter at the Universityo f Nebraska (CHK-82-11164).",
year = "1988",
doi = "10.1016/S0040-4039(00)86663-0",
language = "English (US)",
volume = "29",
pages = "1111--1114",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd",
number = "10",
}