Enantioselective total synthesis of (+)-milnamide A and evidence of its autoxidation to (+)-milnamide D

Chaomin Liu; Makoto N. Masuno; John B. MacMillan; Tadeusz F. Molinski

doi:10.1002/anie.200461245

Enantioselective total synthesis of (+)-milnamide A and evidence of its autoxidation to (+)-milnamide D

Chaomin Liu, Makoto N. Masuno, John B. MacMillan, Tadeusz F. Molinski

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

Spontaneous oxidation of the marine-sponge-derived peptide (+)-milnamide A (1) to (+)-milnamide D (2), which is also a natural product, was observed during the total synthesis of 1. The absolute configurations of the structures were determined and are also reported.

Original language	English (US)
Pages (from-to)	5951-5954
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	44
DOIs	https://doi.org/10.1002/anie.200461245
State	Published - Nov 12 2004

Keywords

Carboline
Enantioselectivity
Natural products
Peptides
Total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200461245

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abstract = "Spontaneous oxidation of the marine-sponge-derived peptide (+)-milnamide A (1) to (+)-milnamide D (2), which is also a natural product, was observed during the total synthesis of 1. The absolute configurations of the structures were determined and are also reported.",

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AU - Liu, Chaomin

AU - Masuno, Makoto N.

AU - MacMillan, John B.

AU - Molinski, Tadeusz F.

PY - 2004/11/12

Y1 - 2004/11/12

N2 - Spontaneous oxidation of the marine-sponge-derived peptide (+)-milnamide A (1) to (+)-milnamide D (2), which is also a natural product, was observed during the total synthesis of 1. The absolute configurations of the structures were determined and are also reported.

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KW - Enantioselectivity

KW - Natural products

KW - Peptides

KW - Total synthesis

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ER -

Enantioselective total synthesis of (+)-milnamide A and evidence of its autoxidation to (+)-milnamide D

Abstract

Keywords

ASJC Scopus subject areas

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