Application of the Swern oxidation to the manipulation of highly reactive carbonyl compounds
RE Ireland, DW Norbeck
Index: Ireland, Robert E.; Norbeck, Daniel W. Journal of Organic Chemistry, 1985 , vol. 50, # 12 p. 2198 - 2200
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Citation Number: 268
Abstract
to the crude Swern oxidation of 1, 2-octanediol quenched the bright yellow color characteristic of hexylglyoxal1 instantaneously at-78 OC, and the Wittig condensation product 911 was isolated in 90% yield. This constitutes a simple new method for the synthesis12 of the y-oxygenated crotonates found in several natural products. 13 As an even more demanding test of this protocol, we selected the hitherto unknown parent acylsilane,( ...
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