Martynov, A. V.; Mirskova, A. N.; Voronkov, M. G., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 1635 - 1640
作者:Martynov, A. V.、Mirskova, A. N.、Voronkov, M. G.
DOI:——
日期:——
Martynov, A. V.; Mirskova, A. N.; Voronkov, M. G., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 1, p. 20 - 25
作者:Martynov, A. V.、Mirskova, A. N.、Voronkov, M. G.
DOI:——
日期:——
One-flask, consecutive [3,3]- and [2,3]-sigmatropic rearrangements for conversions of propargylic alcohols into 2-carbon-extended 4-oxo-2-alkenoate esters. Use of a new 1-chloro-1-ethoxy-2-sulfinylethylene
作者:Gary H. Posner、Jean Christophe Carry、R. David Crouch、Neil Johnson
DOI:10.1021/jo00025a009
日期:1991.12
Seven differently substituted primary and secondary propargylic alcohols are shown to react with (arylsulfinyl) vinylic chloride 1a at 100-degrees-C for 1 h sequentially via a [3,3] sigmatropic rearrangement and then a [2,3] sigmatropic rearrangement to form 4-oxo-2-alkenoates 8a-8e and 9a and 9b in 52-80% yields. This one-flask, intramolecular carbon-carbon bond-forming process represents a simple and convenient method not only for regiospecific gamma-attachment onto a propargylic alcohol of a two-carbon (ethoxycarbonyl)methylene unit but also for alpha --> beta transposition of oxygen. The synthetic utility of this procedure is illustrated further by eqs 2 and 3 for preparation of regiospecifically functionalized carbocycles and heterocycles. Also, two different primary allenic allylic alcohols are shown to produce directly two-carbon extended 3-(hydroxyalkyl)-2,4-pentadienoates (E)-18 and the corresponding unsaturated lactones (Z)-18 in 37-41% yields.
MIRSKOVA A. N.; MARTYNOV A. V.; BOPOHKOB M. G., ZH. ORGAN. XIMII, 1980, 16, HO 10, 2076-2084
作者:MIRSKOVA A. N.、 MARTYNOV A. V.、 BOPOHKOB M. G.
DOI:——
日期:——
MARTYNOV, A. V.;MIRSKOVA, A. N.;VORONKOV, M. G., ZH. ORGAN. XIMII, 1983, 19, N 9, 1869-1875
作者:MARTYNOV, A. V.、MIRSKOVA, A. N.、VORONKOV, M. G.