Asymmetric synthesis of chromanone lactones<i>via</i>vinylogous conjugate addition of butenolide to 2-ester chromones
Yi Li, Shuang Xin, Rui Weng, Xiaohua Liu, Xiaoming Feng
Abstract
complex, 3 Å MS and a catalytic amount of hexafluoroisopropanol (HFIP). The scope of Michael acceptors includes a variety of substituted chromones at different positions, and the desired chromanone lactones upon reduction are afforded in good yield and diastereoselectivity, and excellent enantioselectivity (up to 99% ee). The strategy could be used in the concise synthesis of blennolide C and gonytolide A, C and G.
Topics & Concepts
ButenolideConjugateChemistryStereochemistryMathematicsMathematical analysisSynthesis of Organic CompoundsOxidative Organic Chemistry ReactionsCarbohydrate Chemistry and Synthesis