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43.8.2.1.6.2 Variation 2: Alkynes by Retro-Diels–Alder Reaction

DOI: 10.1055/sos-SD-043-00415

Krueger, A.Science of Synthesis, (200843494.

Retro-DielsAlder reactions can also be used in principle for the synthesis of alkynes. However, the synthesis of the starting materials is in general complicated and the fragmentation gives rather uneconomic byproducts. In many cases the retro-DielsAlder reaction is therefore less favorable than other synthetic methods leading to the same acetylenic compound (see HoubenWeyl, Vol.5/2a, p265). In some cases, however, highly reactive functionalized alkynes are accessible by a retro-DielsAlder reaction (Scheme 34).[‌114‌‌118‌] These products are then mostly used as efficient dienophiles in further DielsAlder reactions (see HoubenWeyl, Vol.5/2a, p265).

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