Model studies on construction of the oxabicyclic [3.3.1] core of the mulberry Diels–Alder adducts morusalbanol A and 441772-64-1

Authors

Jia Ti TeeFollow
Chin Fei CheeFollow
Michael James Christopher BuckleFollow
Vannajan Sanghiran LeeFollow
Wei Lim Chong
Hamid KhalediFollow
Noorsaadah Abd RahmanFollow

Document Type

Article

Publication Date

9-2-2015

Abstract

Preparation of the oxabicyclic [3.3.1] cores of morusalbanol A and 441772-64-1 was achieved via the intramolecular cyclization of cis–trans (endo) mulberry Diels–Alder adducts. The latter were derived from a hydrogen bond-assisted regioselective Diels–Alder reaction between a chalcone dienophile and a dehydroprenyl diene. Results from these studies provide important insights into the syntheses of morusalbanol A and related mulberry Diels–Alder adducts.

Keywords

Morusalbanol A, Diels–Alder, Morus alba, Mulberry, Oxabicyclic

Divisions

CHEMISTRY

Publication Title

Tetrahedron Letters

Volume

56

Issue

36

Publisher

Elsevier