Synthesis and asymmetric [4+2] cycloaddition reaction of 3,4,5-tripheny-1-1-((1R,2S,5R)-menthyl)oxymethyl-1,2-diphosphole

摘要

New chiral 3,4,5-triphenyl-1-((1R,25,5R)-menthyl)oxymethyl-1,2-diphosphole (1) was prepared by reaction of sodium 1,2-diphospholide with chloromethyl (1R,25,5R)-(-)-menthyl ether. The extent of asymmetric induction in the [4 + 2] cycloaddition reaction of chiral 1 with maleic anhydride was studied and the absolute configuration of the [4 + 2] cycloadducts determined by X-ray structure analysis. (C) 2020 Elsevier B.V. All rights reserved.