A Facile Biogenetic Synthesis
of Pulcheotine A

Prasad B. Wakchaure; Narshinha P. Argade

doi:10.1055/s-2008-1067162

SHORTPAPER

A Facile Biogenetic Synthesis of Pulcheotine A

Prasad B. Wakchaure, Narshinha P. Argade*
Division of Organic Chemistry, National Chemical Laboratory, Pune 411008, India
e-Mail: np.argade@ncl.res.in;

Abstract

All articles of this category

Abstract

Starting from homopiperonylamine and 4-methoxyphenylacetic acid, a facile biogenetic route to naturally occurring pulcheotine A has been demonstrated via Pictet-Spengler cyclization and two different air oxidation processes.

Key words

homopiperonylamine - 4-methoxyphenylacetic acid - Pictet-Spengler cyclization - regioselective air oxidations - pulcheotine A

Full Text

References

<A NAME="RZ07108SS-1A">1a</A> Botega C. Pagliosa FM. Boizani VDS. Yoshida M. Gottlieb OR. Phytochemistry 1993, 32: 1331

<A NAME="RZ07108SS-1B">1b</A> Marsaioli AJ. Magalhaes AF. Ruveda EA. Reis FDAM. Phytochemistry 1980, 19: 995

<A NAME="RZ07108SS-2">2</A> Wasserman HH. Amici R. Frechette R. Duzer JHV. Tetrahedron Lett. 1989, 30: 869

<A NAME="RZ07108SS-3A">3a</A> Silveira CC. Bernardi CR. Braga AL. Kaufman TS. Synlett 2002, 907

<A NAME="RZ07108SS-3B">3b</A> Silveira CC. Bernardi CR. Braga AL. Kaufman TS. Tetrahedron Lett. 2001, 42: 8947

<A NAME="RZ07108SS-4">4</A> Yang M.-L. Kuo P.-C. Damu AG. Chang R.-J. Chiou W.-F. Wu T.-S. Tetrahedron 2006, 62: 10900

<A NAME="RZ07108SS-5">5</A> McMahon RM. Thornber CW. Ruchirawat S. J. Chem. Soc., Perkin Trans. 1 1982, 2163