Diels-Alder approach to naphthocyclobutenes and anthrocyclobutenes

RP Thummel, WE Cravey…

Index: Thummel,R.P. et al. Journal of Organic Chemistry, 1978 , vol. 43, # 12 p. 2473 - 2477

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Citation Number: 25

Abstract

The preparation of 14 from 13 proceeded exactly as already described for the preparation of 9. From 2.5 g of 13, 4.89 g of methyl 2, 3-di-0-benzoyl-5, 6-dideoxy-P-~-ribo-hex-5- enofuranoside was obtained and this was acetolyzed t O l-0-acetyl-2, 3-di-0-benzoyl-~-ribo- hex-5-enofuranose (4.16 gj. Both of these compounds had NMR spectra which were virtually identical with their enantiomers. The 1-0-acetate (4.16 g, 10.5 mmol) was condensed with ...