Issue 14, 1978

Copper-catalysed 1,6-addition of a benzyl Grignard reagent to a dienone: a new synthesis of ring C aromatic diterpenoids

Abstract

Copper(I) salts favour the 1,6-addition of m- and p-methoxybenzyl Grignard reagents to the dienone (2); acid-catalysed cyclisation of the products (3a, b) gives 2-oxopodocarpa-8,11,13-trienes while cyclisation of the allylic alcohol (5a) gives the A/B-cis isomer (6) in good yield.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1978, 614-615

Copper-catalysed 1,6-addition of a benzyl Grignard reagent to a dienone: a new synthesis of ring C aromatic diterpenoids

B. R. Davis and S. J. Johnson, J. Chem. Soc., Chem. Commun., 1978, 614 DOI: 10.1039/C39780000614

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