Acyclic stereoselection. Part 42. 1, 4-and 1, 5-Stereoselection by sequential aldol addition to a. alpha.,. beta.-unsaturated aldehydes followed by Claisen …
CH Heathcock, BL Finkelstein, ET Jarvi…
文献索引：Heathcock, Clayton H.; Finkelstein, Bruce L.; Jarvi, Esa T.; Radel, Peggy A.; Hadley, Cheri H. Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 1922 - 1942
A synthetic strategy has been developed wherein the high 1, 2-stereoselection obtainable from aldol reaction of an a,@-unsaturated aldehyde is parlayed by a subsequent Claisen rearrangement into 1, 4-or 1, 5-stereoselection. For example, diol monoethers 26 and 31, obtained in three steps from aldol 11, are subjected to Claisen rearrangement to obtain amides 40 and 41 or ester 42. The diastereomeric diol monoethers 29 and 32 are similarly ...
