ChemInform Abstract: Intramolecular Pictet-Spengler Reaction of N-Alkoxytryptophans and Tryptamines. Part 2. Synthesis of Corynanthe Alkaloid Derivatives Containing a Tetrahydro-1,2-oxazine as the D Ring.
Abstract
The hydroxytryptamine (I) is N-protected with the chloroformate (II) and then converted to the N-(4,4-dimethoxybutoxy) derivative (V).
ChemInform Abstract
The hydroxytryptamine (I) is N-protected with the chloroformate (II) and then converted to the N-(4,4-dimethoxybutoxy) derivative (V). Careful deprotection and subsequent acidic treatment result in the formation of the corynanthe analogue (VII). Further examples are given in the original paper.