Kinetic Resolutions - The Stoltz Group
Kinetic Resolutions - The Stoltz Group
Kinetic Resolutions - The Stoltz Group
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(±)-ROH +<br />
O<br />
EtO 2 C<br />
O<br />
N<br />
H<br />
HO 2C O<br />
O<br />
PPh 3<br />
N<br />
CO 2 Et<br />
ROH<br />
More Mitsunobu KR - Chandrasekhar<br />
PPh 3 , DEAD<br />
CH 2 Cl 2 , -23 o C<br />
O<br />
O<br />
RO<br />
O<br />
PPh3<br />
(-)-ROH +<br />
KOH<br />
EtOH<br />
(-)-ROH +<br />
RO2C O<br />
ROH = Arylalkylalcohol, (-)-ROH from Mitsunobu: ~40% yield, 70-90% ee<br />
(-)-ROH after saponification: ~80% yield, ~80% ee<br />
M<br />
O<br />
L<br />
H<br />
O<br />
O<br />
O<br />
PPh 3<br />
HO 2C O<br />
RO 2 C<br />
Chandrasekhar, Kulkarni, Tet. Asym., 2002, 13, 615<br />
O<br />
12