The Journal of Organic Chemistry

Synthesis of rosefuran. A new route to furans through base-catalyzed cyclization of hydroxy alkynoates and alkynones

JA Marshall, WJ DuBay

Index: Marshall, James A.; DuBay, William J. Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3602 - 3603

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Citation Number: 44

Abstract

Summary: A new synthesis of furans involving intramu- lecular lY4-addition of (Z)-6-hydroxy 4-en-2-ynoates and ynonea has been developed and applied to a total synthesis of rosefuran. ... Of all the natural fragrance extrade in use today, perhaps none is more prized than oil of rose. The olfactive properties of this valued commodity stem in large part from trace components of which rosefuran (2) is one.' This relatively simple natural product has been the target of ...