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Kinetic Resolutions - The Stoltz Group

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BocHN<br />

(±)-<br />

N<br />

N<br />

Tripeptides for Acylative KR - Miller<br />

O<br />

O<br />

OH<br />

NHAc<br />

Other examples had much lower selectivities<br />

N<br />

N<br />

H<br />

H<br />

Catalyst 7<br />

N<br />

O<br />

0.5 mol% Catalyst 7<br />

0.1 eq Ac 2O<br />

PhCH 3, 0 o C<br />

Ac 2O<br />

BocHN<br />

s = 12.6<br />

N<br />

O<br />

N<br />

O<br />

OAc<br />

NHAc<br />

N<br />

N<br />

H<br />

H<br />

N<br />

O<br />

Miller, et. al., J. Am. Chem. Soc., 1998, 120, 1629<br />

O<br />

9

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