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. Author manuscript; available in PMC: 2019 Nov 22.
Published in final edited form as: ACS Catal. 2018 Jun 4;8(7):5947–5951. doi: 10.1021/acscatal.8b01341

Scheme 2.

Diversification of Fluorinated Michael Acceptors

Scheme 2.

aYield given is for isolated product at specified scale. (a) 3b (2.32 mmol), DIBAL–H, CH2CI2, 0 °C. (b) nBuLi, Ph3PMeBr, 27b (0.3 mmol), THF, 0 °C. (c) 5b (0.3 mmol), ylide, TFA, 0 °C–rt. (d) 31a (1.96 mmol), 5 mol % RuPhosAuCI, 5 mol % AgBF4, 1.0 equiv p-CI BA, 4.0 equiv Et3N·3HF, 45 °C, 48 h, 4:1 MeCN:CH2CI2[1.25 M]. (e) Me3OBF4, 2,6-DI-tBu-pyridine, 31b (0.54 mmol), CH2CI2, rt; NaBH4, MeOH, −10 °C.