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Generating Skeletal Diversity and Complexity from Boron‐Substituted 1,3‐Dienes and Enophiles
Author(s) -
François Benjamin,
Eberlin Ludovic,
Berrée Fabienne,
Whiting Andrew,
Carboni Bertrand
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000330
Subject(s) - isoindole , boron , chemistry , tricyclic , organic chemistry , combinatorial chemistry , stereochemistry
Boron‐substituted 1,3‐dienes participate in ene reactions to afford new functionalized synthetic intermediates. After evaluating several enophiles as partners, the resulting products have been engaged in multistep sequences involving first a Diels Alder/allylboration process. A variety of skeletally diverse and complex polycyclic heterocycles were thus synthesized, such as tetrahydro‐1 H ‐isoindole‐1,3( 2H )‐diones, eight‐membered lactones or tricyclic spiro compounds.