Enantioselective 1,2-Anionotropic Rearrangement of Acylsilane through a Bisguanidinium Silicate Ion Pair

• Main Authors: Cao, Weidi, Tan, Davin, Lee, Richmond, Tan, Choon-Hong
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2018
• Subjects: Enantioselective; Bisguanidinium Silicate Ion
• Online Access: https://hdl.handle.net/10356/89326; http://hdl.handle.net/10220/44860
• Institution: Nanyang Technological University

Highly enantioselective bisguanidinium-catalyzed tandem rearrangements of acylsilanes are reported. The acylsilanes were activated via an addition of fluoride on the silicon to form a penta-coordinate anionic silicate intermediate. The silicate then underwent alkyl or aryl group migration from the s...