Entry into 6-methoxy-D(+)-tryptophans. Stereospecific synthesis of 1-benzenesulfonyl-6-methoxy-D(+)-tryptophan ethyl ester

Article abstract of DOI:10.1080/00397919208021343

A strategy for the synthesis of optically active ring-A methoxylated indole alkaloids which employs the Moody azide/Schollkopf chiral auxiliary protocol has resulted in the successful preparation of 1-benzenesulfonyl-6-methoxy-D(+)-tryptophan ethyl ester 16. This amino ester is required for the synthesis of Alstonia bisindole alkaloids including macralstonine 2 via an enantiospecific Pictet-Spengler reaction

Full text of DOI:10.1080/00397919208021343

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Entry into 6-Methoxy-
D(+)-tryptophans.
Stereospecific Synthesis of 1-
Benzenesulfonyl-6-methoxy-
D(+)-tryptophan Ethyl Ester
Michael S. Allen a , Linda K. Hamaker a , Anthony J.
La Loggia a & James M. Cook a
a Department of Chemistry , University of Wisconsin-
Milwaukee , Milwaukee, WI, 53201
Published online: 23 Sep 2006.
To cite this article: Michael S. Allen , Linda K. Hamaker , Anthony J. La Loggia
& James M. Cook (1992) Entry into 6-Methoxy-D(+)-tryptophans. Stereospecific
Synthesis of 1-Benzenesulfonyl-6-methoxy-D(+)-tryptophan Ethyl Ester, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 22:14, 2077-2102, DOI: 10.1080/00397919208021343
To link to this article: http://dx.doi.org/10.1080/00397919208021343
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