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. Author manuscript; available in PMC: 2014 Oct 27.
Published in final edited form as: J Am Chem Soc. 2013 Mar 11;135(11):4333–4363. doi: 10.1021/ja3109664

Scheme 8.

Scheme 8

Solid phase SN2 reactions on sulfonates and subsequent reactions on SN2 products.a

a RN = Ac-Thr(O tBu)-Tyr(O tBu)-, RC = -Asn(Trt)-NHRink-Resin. RN = Ac-Thr-Tyr-, RC = -Asn- NH2.