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ChemInform Abstract: Preparation of Olefins from Alcohols by Thermal Rearrangement of Propargylic Xanthates.

✍ Scribed by Melanie Faure-Tromeur; Samir Z. Zard

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Preparation of Olefins from Alcohols by Thermal Rearrangement of Propargylic Xanthates.

-Thermolysis of propargylic xanthates derived from secondary alcohols in the presence of catalytic amounts of collidinium triflate affords the corresponding olefins in good yields. When the xanthate is located at C-17 of the steroid skeleton [cf. (VIII)], direct elimination is slower than Wagner-Meerwein rearrangement. A direct methyl migration is observed in terpene (XI). -(FAURE-TROMEUR, MELANIE; ZARD, SAMIR Z.;

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