Asymmetric Synthesis of Homocitric Acid Lactone

作者:Nickerson Leslie A; Huynh Valerie; Balmond Edward I; Cramer Stephen P; Shaw Jared T*
来源:Journal of Organic Chemistry, 2016, 81(22): 11404-11408.
DOI:10.1021/acs.joc.6b01997

摘要

A short, diastereoselective synthesis of homocitric acid lactone is described. The key step is a bioinspired aldol addition to set the stereogenic center in an intermediate that requires only modest oxidation state manipulation to complete the synthesis. This approach enables rapid generation of isotopomers in which carbon and hydrogen can be replaced by heavier nuclei at nearly every position.

  • 出版日期2016-11-18