Experimental and computational studies into an ATPH-promoted exo -Selective IMDA reaction: A short total synthesis of Δ 9 -THC

Date

2010

Authors

Pearson, Emma
Kanizaj, Nicholas
Willis, Anthony
Paddon-Row, Michael
Sherburn, Michael

Journal Title

Journal ISSN

Volume Title

Publisher

Wiley-VCH Verlag GMBH

Abstract

(Figure Presented) Reversal of fortune: The inherent cis stereoselectivity of an intramolecular Diels-Alder reaction is reversed through promotion with aluminum tris(2,6-diphenylphenoxide) (ATPH), allowing a total synthesis of the natural product Δ 9-tet

Description

Keywords

Keywords: Cannabinoids; Density-functional calculations; Diastereo-selectivity; Diels-Alder reaction; Total synthesis; Stereoselectivity; Synthesis (chemical); Cycloaddition; aluminum tris(2,6 diphenylphenoxide); aluminum tris(2,6-diphenylphenoxide); cannabinoid; c Cannabinoids; Density functional calculations; Diastereoselectivity; Diels-alder reactions; Total synthesis

Citation

Source

Chemistry, A European Journal

Type

Journal article

Book Title

Entity type

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Restricted until

2037-12-31