Synthesis, absolute configuration and conformation of optically active 1,2-homoheptafulvalene

Literature Information

Publication Date 2003-01-15
DOI 10.1039/B210949M
Impact Factor 3.876
Authors

Shunji Ito, Mitsuhiro Kurita, Sigeru Kikuchi, Toyonobu Asao, Yoshitora Ito, Masaji Oda, Hideo Sotokawa, Akio Tajiri, Noboru Morita


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Abstract

An optically active 1,2-homoheptafulvalene was successfully synthesized and subjected to spectroscopic investigation. The cycloaddition of the optically active hydrocarbon with tetracyanoethylene (TCNE) and 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) gave a [4 + 2] cycloadduct and a mixture of [8 + 2] cycloadducts, respectively, which are both optically active.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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