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. Author manuscript; available in PMC: 2019 Jan 2.
Published in final edited form as: Nat Chem. 2018 Jul 2;10(8):853–858. doi: 10.1038/s41557-018-0067-y

Figure 1.

Figure 1

Fritsch-Buttenberg-Wiechell rearrangement. (X = halogen; M = electropositive metal; R1, R2 = aryl, alkyl, vinyl or alkynyl; 1a: 1-haloolefin; 1b: 1,1-dihaloolefin; 2: carbenoid intermediate; 3: carbene intermediate; 4: alkyne). Reaction of 1a requires a base whereas reaction of 1b requires a reducing agent such as BuLi.