Department of Organic Chemistry, Indian Institute of Science , Bangalore 560012, India.
Org Lett. 2017 Sep 15;19(18):4944-4947. doi: 10.1021/acs.orglett.7b02421. Epub 2017 Sep 7.
An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)PHAL and proceeds exclusively in a γ- and branched-selective manner to produce densely functionalized coumarin derivatives generally in good yields with good to high enantioselectivities (up to 97:3 er).
发展了一种前所未有的、有机催化的对映选择性乙烯基γ-烯丙基烷基化 4-甲基香豆素。该反应以烯丙基碳酸酯作为烯丙基源，由路易斯碱性二聚体金鸡纳生物碱(QD)PHAL 催化，以 γ-和支链选择性方式进行，通常以良好到高的对映选择性（高达 97:3 er）获得良好收率的稠合官能化香豆素衍生物。
