Total Synthesis of (+)-Fawcettimine

Total Synthesis of (+)-Fawcettimine

An effective combination: With the first asymmetric total synthesis of fawcettimine (1) it has been shown that the use of organocatalytic annulation and gold(I)‐catalyzed cyclization reactions provides an effective combination for the synthesis of complex molecules. The absolute configuration of 1 w...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) Vol. 46; no. 40; pp. 7671 - 7673
Main Authors: Linghu, Xin, Kennedy-Smith, Joshua J, Toste, F. Dean
Format: Journal Article
Language:English
Published: Weinheim Wiley-VCH Verlag 01-01-2007
WILEY-VCH Verlag
WILEY‐VCH Verlag
Subjects:
(+)-fawcettimine
alkaloids
Alkaloids - chemical synthesis
Alkaloids - chemistry
Catalysis
Cross-Linking Reagents - chemistry
Crystallography, X-Ray
Cyclization
gold
Imines - chemical synthesis
Imines - chemistry
Methylation
Models, Molecular
Molecular Structure
total synthesis
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Summary:An effective combination: With the first asymmetric total synthesis of fawcettimine (1) it has been shown that the use of organocatalytic annulation and gold(I)‐catalyzed cyclization reactions provides an effective combination for the synthesis of complex molecules. The absolute configuration of 1 was established through an X‐ray structure analysis of its hydrobromide.
Bibliography:http://dx.doi.org/10.1002/anie.200702695
University of California, Berkeley
Merck Research Laboratories
Bristol-Myers Squibb
NIHGMS - No. R01 GM073932-01
GlaxoSmithKline
Pfizer
ArticleID:ANIE200702695
Roche
DuPont
istex:6B9FC82E044DEA37F1E3606F76988A9655918FC6
Eli Lilly & Co.
AstraZeneca
ark:/67375/WNG-9M9SXKK1-K
Amgen Inc.
We gratefully acknowledge the University of California, Berkeley, NIHGMS (R01 GM073932-01), Merck Research Laboratories, Bristol-Myers Squibb, Amgen Inc., DuPont, GlaxoSmithKline, Eli Lilly & Co., Pfizer, AstraZeneca, and Roche for financial support.
We gratefully acknowledge the University of California, Berkeley, NIHGMS (R01 GM073932‐01), Merck Research Laboratories, Bristol‐Myers Squibb, Amgen Inc., DuPont, GlaxoSmithKline, Eli Lilly & Co., Pfizer, AstraZeneca, and Roche for financial support.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702695