ChemInform Abstract: REACTION OF EPOXYKETONES OF THE CARANE SERIES IN THE PRESENCE OF BASES

Karaseva, A. N.; Karlin, V. V.; Ikhtonova, I. S.; Isaeva, Z. G.

doi:10.1002/chin.198443078

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Cineol Derivatives1

Caranes1

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1987

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“…The acetal (260) reacts with CHBr, and EtzZn to give (261), which can be further processed to yield( +)-sabinene (256). 239 The stereochemistry of addition of BuLi or PhLi to uthujone (259) and to p-thujone (262) has been determined.240…”

Section: Cineol Derivativesmentioning

confidence: 99%

“…Oxidation of (287) to the sulphoxide (288) and thermal elimination of phenylsulphenic acid leads ultimately to (285).z55 The keto-epoxide (289) gives a mixture of ( 290) and the Favorskii-type product (29 1) when it is treated with NaOEt. 256 The eucarvone epoxide (292), which can be derived from car-3-en-2-one (293), yields the ethers (294) when it reacts with HClO, and R'OH (R' = alkyl) and the chlorohydrin (295) with HCl. 257 The reaction of the derivative (296) with HC1 gives a mixture of ( 297) and (298).…”

Section: Caranesmentioning

confidence: 99%

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