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. 2004 Jun 28;101(33):12073–12078. doi: 10.1073/pnas.0403300101

Scheme 4.

Scheme 4.

Prins cyclization approach. a, 1: Me2CuLi·LiBr, Et2O, -78°C (81%, 5:4, Z/E); 2: BnBr, NaH, DMF (91%). b, Diisobutylaluminum hydride, CH2Cl2, -78°C (40% of 22a plus Z isomer 22b). c, TPAP, 4-Å sieve, NMO, CH2Cl2 (89%). d, Me2AlCl, CH2Cl2, 0°C (8% of 40, 27% of 41, and 18% of 42).