83651-52-9Relevant academic research and scientific papers
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
ACYCLIC STEREOSELECTION. 15. SEQUENTIAL ALDOL-CLAISEN AS A METHOD FOR 1,5-STEREOSELECTION. TOTAL SYNTHESIS OF THE VITAMIN-E SIDE CHAIN
Heathcock, Clayton H.,Jarvi, Esa T.
, p. 2825 - 2828 (2007/10/02)
Alcohol 1, the side chain of α-tocopherol, has been synthesized in a stereoselective route involving an aldol condensation-Claisen rearrangement sequence.The synthesis requires 11 steps and produces 1 in 17percent overall yield.A complementary sequence em
