Figure 3. Mechanistic investigation.
(a) Deuterium labelling experiment; (1) GO promoted the formation of 2aD3 and 2aD6 (both in 16% yield). (2) Phl(OAc)2 and DDQ promoted the formation of only 2a in 65% and 75% yield, respectively. (b) Proposed reaction mechanisms promoted by (1) GO, (2) Phl(OAc)2 or DDQ. (c) H/D exchange experiment with D2O. Only 1aD, 2aD3, and 2aD6 were observed in yields of 58%, 18%, and 18%, respectively.