• YAKHAK HOEJI
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• v.53 no.3
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• pp.161-164
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• 2009

Synthetic studies directed toward an asymmetric total synthesis of calycotomine, an representative tetrahydroisoquinoline, are described. The application of N-tert-butane sulfinyl chiral auxiliary to the Pictet-Spengler type reaction for the efficient synthesis of tetrahydroisoquinoline skeleton has been also investigated.

• 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.