Dipartimento di Chimica "U. Schiff", Università degli Studi di Firenze, Via della Lastruccia 13, Sesto Fiorentino (FI) 50019, Italy.
J Org Chem. 2020 Apr 3;85(7):5078-5086. doi: 10.1021/acs.joc.0c00088. Epub 2020 Mar 26.
An efficient synthetic approach to the tricyclic 1,7a-dihydro-1,3a-ethano-indene and 1,8a-dihydro-1,3a-ethano-azulene skeletons from suitable propargyl vinyl ethers is based on a one-pot, multistep process entailing a gold(I)-catalyzed propargyl Claisen rearrangement/Nazarov cyclization, a [4+2] cycloaddition of the formed six- or seven-membered ring-fused cyclopentadiene system, and a final protection step for the easy isolation and purification of the products by chromatography.
一种从合适的炔丙基乙烯基醚出发高效合成三环 1,7a-二氢-1,3a-乙撑茚和 1,8a-二氢-1,3a-乙撑氮杂环丁烷骨架的方法基于一锅多步过程,包括金(I)催化的炔丙基 Claisen 重排/Nazarov 环化、形成的六元或七元环稠合环戊二烯系统的[4+2]环加成以及最后一步保护,通过色谱法易于分离和纯化产物。