Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

TY - JOUR

T1 - Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

AU - Jarvis, Claire L.

AU - Jemal, Neyra M.

AU - Knapp, Spencer

AU - Seidel, Daniel

N1 - Publisher Copyright: This journal is © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - A new preparation of δ-lactams is reported. In the presence of a Lewis acid promoter, alkoxyisocoumarins engage a range of N-aryl and N-alkyl imines to form δ-lactams with a pendent carboalkoxy substituent. A sulfonamide-thiourea catalyst enables the synthesis of these products in moderate to good enantioselectivities.

AB - A new preparation of δ-lactams is reported. In the presence of a Lewis acid promoter, alkoxyisocoumarins engage a range of N-aryl and N-alkyl imines to form δ-lactams with a pendent carboalkoxy substituent. A sulfonamide-thiourea catalyst enables the synthesis of these products in moderate to good enantioselectivities.

UR - https://www.scopus.com/pages/publications/85048630974

UR - https://www.scopus.com/pages/publications/85048630974#tab=citedBy

U2 - 10.1039/c8ob01015c

DO - 10.1039/c8ob01015c

M3 - Article

C2 - 29796555

SN - 1477-0520

VL - 16

SP - 4231

EP - 4235

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 23

ER -