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J Org Chem ; 87(18): 12470-12476, 2022 Sep 16.
Article in English | MEDLINE | ID: mdl-36041735

ABSTRACT

A one pot alkenylation followed by a stereoselective Alder-ene cycloisomerization of cyclopropenes give (aza)spiro[2.4]heptanes and spiro[2.5]octanes in high yields. Total trans diastereoselectivity is achieved for spiro[2.4]heptanes if the cyclopropene is monosubstituted in C3. When an α,ß-unsaturatedcarbonyl-containing bromide is used, an alternative cyclization takes place giving cyclopenta[c]cyclopropa[b]pyrans.

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