Tetrahedron: Asymmetry

Synthesis of new chiral auxiliaries for 6π-azaelectrocyclization: 4-and 7-alkyl substituted cis-1-amino-2-indanols

T Kobayashi, K Tanaka, J Miwa, S Katsumura

文献索引：Kobayashi, Toyoharu; Tanaka, Katsunori; Miwa, Junichi; Katsumura, Shigeo Tetrahedron Asymmetry, 2004 , vol. 15, # 2 p. 185 - 188

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被引用次数: 30

摘要

The synthesis of new chiral auxiliaries, 7-alkyl substituted cis-1-amino-2-indanol derivatives, was established by the Diels–Alder reaction of 1-substituted dienes with cyclopentenone followed by the asymmetric epoxidation of the resulting indene derivatives and then the Ritter reaction. These bulky cis-aminoindanol derivatives are very effective as chiral auxiliaries and nitrogen sources in the asymmetric 6π-azaelectrocyclization. The ...