A consecutive ring expansion strategy towards the macrocyclic core of the solomonamide natural products

TY - JOUR

T1 - A consecutive ring expansion strategy towards the macrocyclic core of the solomonamide natural products

AU - Yang, Zhongzhen

AU - Swanson, Christopher R.B.

AU - Unsworth, William Paul

N1 - © 2022 Georg Thieme Verlag. 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 - 2022/9/30

Y1 - 2022/9/30

N2 - A synthetic strategy based on the application of three consecutive ring expansion reactions has been used in the synthesis of analogues of the macrocyclic core of the solomonamide natural products. Starting from a simple, readily available tetrahydrocarbazole, oxidative ring expansion is followed by two further 3-and 4-atom ring expansion reactions, enabling the insertion of amino acid-and hydroxyacid-derived linear fragments into 15-17-membered ring-enlarged macrocyclic products.

AB - A synthetic strategy based on the application of three consecutive ring expansion reactions has been used in the synthesis of analogues of the macrocyclic core of the solomonamide natural products. Starting from a simple, readily available tetrahydrocarbazole, oxidative ring expansion is followed by two further 3-and 4-atom ring expansion reactions, enabling the insertion of amino acid-and hydroxyacid-derived linear fragments into 15-17-membered ring-enlarged macrocyclic products.

KW - Lactams

KW - Lactones

KW - Macrocycles

KW - Medium-sized rings

KW - Natural product analogues

KW - Ring expansion

KW - Solomonamides

UR - http://www.scopus.com/inward/record.url?scp=85137875393&partnerID=8YFLogxK

U2 - 10.1055/a-1932-9717

DO - 10.1055/a-1932-9717

M3 - Article

AN - SCOPUS:85137875393

SN - 0936-5214

JO - Synlett

JF - Synlett

ER -