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Synthesis 2006(23): 4081-4086
DOI: 10.1055/s-2006-950343
DOI: 10.1055/s-2006-950343
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York
Synthetic Studies on Ecteinascidin 743 (Et 743): Asymmetric Synthesis of a Highly Oxygenated Tetrahydroisoquinoline via a Key Phenolic Mannich Reaction
Further Information
Received
15 September 2006
Publication Date:
02 November 2006 (online)
Publication History
Publication Date:
02 November 2006 (online)

Abstract
The Mannich reaction between a phenol and a chiral oxazinone is used as a key step in a concise synthesis of a highly functionalized, orthogonally protected amino triol. The utility of such an approach is illustrated by a concise synthesis of a highly oxygenated tetrahydroisoquinoline, a key structural unit of ecteinascidin 743 (Et 743) and related natural products.
Key words
ecteinascidin 743 (Et 743) - Mannich reaction - Pomerantz-Fritsch cyclization - oxazinone - tetrahydroisoquinoline
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