Bismuth(III) Chloride: An Efficient Catalyst for the One-Pot Stereoselective Synthesis of Octahydroacridines

Gowravaram Sabitha; Erigala Venkata Reddy; Jhillu S. Yadav

doi:10.1055/s-2002-20045

PAPER

Bismuth(III) Chloride: An Efficient Catalyst for the One-Pot Stereoselective Synthesis of Octahydroacridines [1]

Gowravaram Sabitha*, Erigala Venkata Reddy, Jhillu S. Yadav
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)7160512; e-Mail: sabitha@iict.ap.nic.in;

Abstract

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Abstract

A one-pot procedure for the stereocontrolled preparation of octahydroacridine derivatives is reported, which involves the intramolecular hetero-Diels-Alder reaction of N-arylimines produced in situ from citronellal and aromatic amines. The temperature of the reaction medium plays a key role in determination of the trans/cis ratio.

Key words

bismuth(III) chloride - diastereoselective - one-pot procedure - hetero-Diels-Alder reaction

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References

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