Direct coupling of indoles with carbonyl compounds: Short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families

Journal of the American Chemical Society

Volumn 126, Issue 24, 2004, Pages 7450-7451

  Baran, Phil S ^a   Richter, Jeremy M ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; CARBONYL DERIVATIVE; HAPALINDOLE; INDOLE DERIVATIVE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DIMERIZATION; EMPIRICISM; ENANTIOSELECTIVITY; OXIDATION; SYNTHESIS; TEMPERATURE DEPENDENCE; VALIDATION PROCESS; X RAY CRYSTALLOGRAPHY;

ALDEHYDES; ALKALOIDS; INDOLES; MOLECULAR STRUCTURE; MONOTERPENES; STEREOISOMERISM; TERPENES;

EID: 2942650166     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja047874w     Document Type: Article

References (24)

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2. One-third of the following book is dedicated to indole-containing natural products: Nicolaou, K. C.; Snyder S. A. Classics in Total Synthesis 11; Wiley-VCH: Weinheim, 2003; Chapters 5, 8, 12, 18, 19, 20, and 22, p 639. For an excellent overview of indole synthesis and reactivity, see: Sundberg, R. J. Indoles; Academic Press: San Diego, 1996; p 175.
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23. The minor amine diastereomer was identical to 12-epi-hapalindole D isothiocyanate (ref 8), see Supporting Information for details.
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