Total Synthesis of Debromoflustramine B via Biomimetic Alkylative Cyclization

The hexahydropyrrolo[2,3-b]indoline skeleton is readily accessed by the zinc triflate-mediated alkylation of tryptamine derivatives. The methodology was employed in a three-step total synthesis of debromoflustramine B.

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Bibliographic Details
Published inOrganic letters Vol. 5; no. 10; pp. 1801 - 1803
Main Authors Tan, Gan Hup, Zhu, Xiuwen, Ganesan, A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.05.2003
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TRYPTOPHAN
BRYOZOAN FLUSTRA-FOLIACEA
FROG
CHEMISTRY
CYCLIC TAUTOMERS
PHYSOSTIGMINE
MARINE ALKALOIDS
PSEUDOPHRYNE
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Summary:The hexahydropyrrolo[2,3-b]indoline skeleton is readily accessed by the zinc triflate-mediated alkylation of tryptamine derivatives. The methodology was employed in a three-step total synthesis of debromoflustramine B.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol034516+