• Bulletin of the Korean Chemical Society
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• v.28 no.8
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• pp.1401-1404
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• 2007

An efficient Pictet-Spengler type reaction of N,O-acetal TMS ethers for the practical synthesis of 1-substituted tetrahydroquinolines, medicinally important alkaloids, has been accomplished. To demonstrate the versatility of this novel procedure, the total synthesis of calycotomine, a representative 1-hydroxymethyl substituted tetrahydroisoquinoline, is also described.

• Proceedings of the PSK Conference
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• 2002.10a
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• pp.340.2-340.2
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• 2002

As a part of our continuing studies directed toward the synthesis of the medium to macrolactam alkaloids, we have been interested in the versatile functionalization of the lactam carbonyl. Synthetic routes involving cyclic N-acyliminium ions are generally useful strategies that have been applied for a wide variety of synthetic transformation. Especially, the use of a-alkoxy azacycles as precursors to cyclic N-acyliminium ions was well reviewed. (omitted)