An Efficient Synthesis of Heterocyclic Analogs of 1-Arylnaphthalene Lignans

DOI: 10.1021/jo00103a029

Source and publish data:

Journal of Organic Chemistry p. 7353 - 7357 (1994)

Update date:2022-09-26

Topics:

Authors:

Kuroda, Tooru

Takahashi, Masami

Ogiku, Tsuyoshi

Ohmizu, Hiroshi

Nishitani, Takashi

et al. et al.

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Article abstract of DOI:10.1021/jo00103a029

The heterocyclic analogs 5a-f, 16, and 20 of 1-arylnaphthalene lignans were synthesized by Diels-Alder reactions of acetoxy aldehydes 11a-f, 14, and 18 with dimethyl acetylenedicarboxylate.A pathway for formation of 5a-f, 16, and 20 through the intermediacy of heteroaromatic isobenzofurans derived from acetoxy aldehydes is discussed.

Full text of DOI:10.1021/jo00103a029

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