Journal fur Praktische Chemie - Chemiker-Zeitung p. 227 - 230 (1992)
Update date:2022-07-29
Topics:
Voigt, B.
Porxel, A.
Voigt, D.
Adam, G.
Kutschabsky, L.
A new pathway to 1α,2α-methylenegibberellines via pyrazoline intermediates is reported.In contrast to the addition of diazomethane to the Δ1-double bond of corresponding enones in the case of 1 "Umpolung" of the regioselectivity with cis-addition from the α-side to give pyrazoline ester 4 is observed.Subsequent photolysis of 4 leads to the 1,2-cyclopropyl derivative 6.THe structure of the key compounds 4 and 6 are confirmed especially by n.m.r. and X-Ray analysis.
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