Literature DB >> 29796555

Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins.

Claire L Jarvis1, Neyra M Jemal, Spencer Knapp, Daniel Seidel.   

Abstract

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.

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Year:  2018        PMID: 29796555      PMCID: PMC6082175          DOI: 10.1039/c8ob01015c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


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