Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols

作者:Ngamnithi**** Aurapat; Jette Carina I; Bachman Shoshana; Virgil Scott C; Stoltz Brian M*
来源:Chemical Science, 2018, 9(9): 2547-2551.
DOI:10.1039/c7sc05216b

摘要

The first nickel-catalyzed enantioselective allylic alkylation of lactone and lactam substrates to deliver products bearing an all-carbon quaternary stereocenter is reported. The reaction, which utilizes a commercially available chiral bisphosphine ligand, proceeds in good yield with a high level of enantioselectivity (up to 90% ee) on a range of unactivated allylic alcohols for both lactone and lactam nucleophiles. The utility of this method is further highlighted via a number of synthetically useful product transformations.

  • 出版日期2018-3-7