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Synthesis 2012(1): 83-86  
DOI: 10.1055/s-0031-1289634
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

(N-tert-Butanesulfinyl)imines in Alkaloid Synthesis: Concise Formal Syntheses of the Dendrobate Alkaloid (+)-241D and Its C-4 Epimer [¹]

Kongara Damodar, Biswanath Das*
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500607, India
Fax: +91(40)27160512; e-Mail: biswanathdas@yahoo.com;
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Publikationsverlauf

Received 17 August 2011
Publikationsdatum:
02. Dezember 2011 (online)

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Abstract

Concise formal syntheses of the dendrobate alkaloid (+)-241D and its C-4 epimer are described by means of a highly diastereoselective Barbier-type indium-mediated allylation strategy involving an (S)-(N-tert-butanesulfinyl)imine.

Key words

(N-tert-butanesulfinyl)imine - piperidine alkaloids - aldol reaction - alkaloid-241D - allylation

1

Part 50 in the series ‘Synthetic studies on natural products’.

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1

Part 50 in the series ‘Synthetic studies on natural products’.