Yokoshima Group - Group Meeting Problems

01/12/2019

1 O
H
AlCl3

O DCM, rt

94% H

K. Kakiuchi et al., J. Am. Chem. Soc., 111, 3707 (1989)

2 O Me3S(O)I
O
NaH H OMe
OMe
DMSO, rt O
O O H
73% O

M. Yamashita et al., Org. Lett., 14, 6048 (2012)

3
E
E +IPh-OTf Ph
KHMDS H E E
+ E
Ph THF, rt E
E Ph
E
E E E
E
E = CO2Et 40% 16%

H. Y. Lee et al., Org. Lett., 12, 2672 (2010)

4
NH
NH ·2HCl
O OBn OBn (10 mol%) NaBH4 OBn OBn
+
H Ph DCE, 90 °C MeOH, rt OH
Ph
80% (2 steps)

T. H. Lambert et al., J. Am. Chem. Soc., 134, 18581 (2012)