Organic & biomolecular chemistry

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

文献索引：Hunter, Roger; Richards, Philip Organic and biomolecular chemistry, 2003 , vol. 1, # 13 p. 2348 - 2356

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被引用次数: 16

摘要

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 ...