Synthesis of cyclic peptide mimetics via the successive ring expansion of lactams

TY - JOUR

T1 - Synthesis of cyclic peptide mimetics via the successive ring expansion of lactams

AU - Stephens, Thomas C

AU - Lodi, Mahendar

AU - Steer, Andrew M

AU - Lin, Yun

AU - Gill, Matthew T

AU - Unsworth, William Paul

N1 - This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

PY - 2017/9/27

Y1 - 2017/9/27

N2 - A successive ring expansion protocol is reported that enables the controlled insertion of natural and non-natural amino acid fragments into lactams. Amino acids can be installed into macrocycles via an operationally simple and scalable iterative procedure, without the need for high dilution. This method is expected to be of broad utility, especially for the synthesis of medicinally important cyclic peptide mimetics.

AB - A successive ring expansion protocol is reported that enables the controlled insertion of natural and non-natural amino acid fragments into lactams. Amino acids can be installed into macrocycles via an operationally simple and scalable iterative procedure, without the need for high dilution. This method is expected to be of broad utility, especially for the synthesis of medicinally important cyclic peptide mimetics.

KW - Journal Article

KW - cyclic peptides

KW - lactams

KW - medium-sized rings

KW - macrocycles

KW - ring expansion

KW - Cyclization

KW - Amino Acids/chemistry

KW - Peptoids/chemical synthesis

KW - Molecular Conformation

KW - Lactams/chemistry

KW - Peptides, Cyclic/chemistry

UR - http://www.scopus.com/inward/record.url?scp=85030125427&partnerID=8YFLogxK

U2 - 10.1002/chem.201703316

DO - 10.1002/chem.201703316

M3 - Article

C2 - 28722215

SN - 0947-6539

VL - 23

SP - 13314

EP - 13318

JO - Chemistry : A European Journal

JF - Chemistry : A European Journal

IS - 54

ER -