Stereoselective tetrapyrido [2, 1-a] isoindolone synthesis via carbanionic and radical intermediates: a model study for the Tacaman alkaloid D/E ring fusion
R Hunter, P Richards
Index: Hunter, Roger; Richards, Philip Organic and biomolecular chemistry, 2003 , vol. 1, # 13 p. 2348 - 2356
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Citation Number: 16
Abstract
Cyclization under both radical and carbanionic conditions of N-substituted 3- phenylsulfanylisoindolin-1-one 14 containing a chiral N-tether incorporating an enoate ester as the acceptor leads to tetrahydropyrido [2, 1-a] isoindolones stereoselectively. The major product 17 from carbanionic cyclization was stereoselectively desulfurized with nickel boride allowing correlation of cyclization products from both methodologies. The cyclization ...
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