104423-52-1Relevant articles and documents
Total Synthesis of a Slightly Unnatural Product. Confirmation of the Stereostructure of the Archaebacterial C40 Diol by Synthesis of a Stereoisomer
Heathcock, Clayton H.,Radel, Peggy A.
, p. 4322 - 4323 (1986)
Diol 2 has been prepared by stereorational total synthesis; comparison of 2 with samples of naturally derived and synthetic diol 1 by 125-MHz 13C NMR spectroscopy demonstrates that such stereoisomers can be distinguished by this technique and adds confirm
1,4- and 1,5-Stereoselection by Sequential Aldol Addition to α,β-Unsaturated Aldehydes Followed by Claisen Rearrangement. Application to Total Synthesis of the Vitamin E Side Chain and the Archaebacterial C40 Diol
Heathcock, Clayton H.,Finkelstein, Bruce L.,Jarvi, Esa T.,Radel, Peggy A.,Hadley, Cheri H.
, p. 1922 - 1942 (2007/10/02)
A synthetic strategy has been developed wherein the high 1,2-stereoselection obtainable from aldol reaction of an α,β-unsaturated aldehyde is parlayed by a subsequent Claisen rearrangement into 1,4- or 1,5-stereoselection.For example, diol monoethers 26 a
