Expanding the scope of methyl xanthate esters - From Barton-McCombie reaction auxiliary to versatile protective group

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Abstract

The methyl xanthate ester is presented as a versatile protective group for alcohols. Hydroxyl groups can easily be transformed into methyl xanthate esters by several methods and are commonly used as an auxiliary in the Barton-McCombie reaction. We show that these methyl xanthate esters can readily and chemoselectively be cleaved under mild conditions by the action of diethylenetriamine using microwave heating. This method is orthogonal to many common hydroxyl protective groups that can be introduced and cleaved in the presence of methyl xanthate ester.

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Forskningsområden

Ämnesklassifikation (UKÄ) – OBLIGATORISK

  • Organisk kemi

Nyckelord

Originalspråkengelska
Sidor (från-till)6329-6333
TidskriftTetrahedron
Volym73
Utgåva nummer44
StatusPublished - 2017
PublikationskategoriForskning
Peer review utfördJa