1
2002 terpenes terpenes U 0200 02 - 197 First Efficient Preparation of Enantiopure 10-Bromofenchone: The Key Intermediate to C10-Substituted Fenchone-Derived Chiral Sources. Commercially available (1R)-fenchone (I) is converted in three steps with 78% overall yield into enantiopure 10-bromofenchone (VI). The synthesis involves two consecutive Wagner–Meerwein rearrangements of the fenchone skeleton. — (GARCIA MARTINEZ, ANTONIO; TESO VILAR, ENRIQUE; GARCIA FRAILE, AMELIA; DE LA MOYA CERERO, SANTIAGO; LORA MAROTO, BEATRIZ; Tetrahedron Lett. 42 (2001) 37, 6539-6541; Dep. Quim. Org., Fac. Cienc. Quim., Univ. Complutense, E-28040 Madrid, Spain; EN) 1

ChemInform Abstract: First Efficient Preparation of Enantiopure 10-Bromofenchone: The Key Intermediate to C10-Substituted Fenchone-Derived Chiral Sources

Embed Size (px)

Citation preview

2002 terpenes

terpenesU 0200

02 - 197First Efficient Preparation of Enantiopure 10-Bromofenchone: TheKey Intermediate to C10-Substituted Fenchone-Derived ChiralSources. — Commercially available (1R)-fenchone (I) is converted inthree steps with 78% overall yield into enantiopure 10-bromofenchone (VI).The synthesis involves two consecutive Wagner–Meerwein rearrangementsof the fenchone skeleton. — (GARCIA MARTINEZ, ANTONIO; TESOVILAR, ENRIQUE; GARCIA FRAILE, AMELIA; DE LA MOYA CERERO,SANTIAGO; LORA MAROTO, BEATRIZ; Tetrahedron Lett. 42 (2001) 37,6539-6541; Dep. Quim. Org., Fac. Cienc. Quim., Univ. Complutense, E-28040Madrid, Spain; EN)

1