The Journal of Organic Chemistry

Studies of Terpene Chemistry. II. Model Studies of the Synthesis of the CD Ring System of Gibberellic Acid1

LJ Dolby, RH Iwamoto

Index: Dolby,L.J.; Iwamoto,R.H. Journal of Organic Chemistry, 1965 , vol. 30, p. 2420 - 2423

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Citation Number: 3

Abstract

The action of formic acid on the allylic alcohol 8 gives 2-methyl-2-vinyl-Ag-octalin in good yield. The structure of the product follows from its proton magnetic resonance spectrum. The three-spin system of the vinyl group is apparent but no other vinyl protons are observed (see Experimental). The eight allylic protons appear as a broad peak at T 7.9-8.3. That the allylic protons appear at such high field is not unexpected since the proton magnetic resonance ...

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