Conversion of N-hydroxytryptophans into α,β-dehydrotryptophan. An approach to the neoechinulin series
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2473-2480
- https://doi.org/10.1039/p19870002473
Abstract
Reaction of the N-hydroxytryptophan derivative (21b) with pyruvoyl chloride gives access to the N-hydroxydioxopiperazine (28b). O-Tosylation of the latter compound, followed by base treatment, affords the dioxopiperazine (30b), an N(1)-allyl derivative of the fungal metabolite neoechinulin B (6). The biogenetic relevance of this reaction sequence is discussed.This publication has 7 references indexed in Scilit:
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