✦ LIBER ✦

Synthesis and Diels-Alder Reactivity of 1-(Dimethoxy)methyl-2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.1]heptane. Preliminary communication

✍ Scribed by Jean-Luc Métral; Pierre Vogel

Publisher: John Wiley and Sons
Year: 1985
Tongue: German
Weight: 221 KB
Volume: 68
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19850680207

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✦ Synopsis

Abstract

A short synthesis of the title compound 13 is reported. The acetal group in 13 enables one to control the regio‐ and stereoselectivity of the two successive Diels‐Alder additions of the tetraene. The first addition is significantly faster than the second one, thus making 13 a versatile reagent for regio‐ and stereoselective ‘tandem’ cycloadditions.

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