A methodology for the synthesis of compounds containing the cis-anti fused triquinane system has been developed starting from tricyclo[5.2.1.02.6]deca-4,8-dien-3-(exo)ol 6 involving Ireland ester Claisen rearrangement and intramolecular diazo ketone cyclopropanation reactions as key steps.

Kalapattukuppuswamy Kuppuswamy B. Balasubramanian

ketone

TRETOQUINOL DERIVATIVE

TRICYCLIC AROMATIC COMPOUND

TRICYCLO[5.2.1.0 2,6]DECA 4,8 DIEN 3 OL

triquinane derivative

unclassified drug

article

Claisen rearrangement

conformation

Cyclopropanation

stereospecificity

synthesis

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

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IIT Madras

A Stereospecific Approach to cis-anti-cis Triquinanes

Synthetic Communications

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CHEMICAL & PHARMACEUTICAL BULLETIN

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Journal of the American Chemical Society

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A stereospecific approach to cis-anti-cis triquinanes

Journal	Synthetic Communications
ISSN	00397911
Open Access	No