Examining the vinyl moiety as a protecting group for hydroxyl (-OH) functionality under basic conditions

Vladimir V. Voronin, Maria S. Ledovskaya, Konstantin S. Rodygin, Valentine P. Ananikov

Результат исследований: Научные публикации в периодических изданияхстатьярецензирование

6 Цитирования (Scopus)

Аннотация

A method for protection of alcohols with vinyl groups is suggested and studied in detail. The procedures of protection and deprotection via vinylation and devinylation reactions are evaluated. Vinylation reaction is performed using cheap and convenient calcium carbide reagent. Stability of the vinyl group under various conditions is examined. The vinyl group is found to be stable under basic conditions and labile under acidic conditions. The vinyl protecting group shows high tolerance to functional groups and good compatibility with common synthetic reagents. Applicability of the procedure in the Suzuki and Sonogashira catalytic reactions and its flexible utilization in the reaction with Grignard reagent are demonstrated.

Язык оригиналаанглийский
Страницы (с-по)1334-1342
Число страниц9
ЖурналOrganic Chemistry Frontiers
Том7
Номер выпуска11
Ранняя дата в режиме онлайн8 апр 2020
DOI
СостояниеОпубликовано - 7 июн 2020

Предметные области Scopus

  • Органическая химия

Fingerprint

Подробные сведения о темах исследования «Examining the vinyl moiety as a protecting group for hydroxyl (-OH) functionality under basic conditions». Вместе они формируют уникальный семантический отпечаток (fingerprint).

Цитировать