Новые мультифункциональные органические кислоты Бренстеда как катализаторы реакций образования C-C и C-N связей тема диссертации и автореферата по ВАК РФ 02.00.03, кандидат химических наук Гугкаева, Залина Таймуразовна

• Гугкаева, Залина Таймуразовна
• кандидат химических наук
• 2008

Оглавление диссертации кандидат химических наук Гугкаева, Залина Таймуразовна

I. Введение.

II. Литературный обзор.

11.1. Хиральные органические кислоты Бренстеда как катализаторы реакций образования С-С связи.

11.1.1. Производные тиомочевины как катализаторы стереоселективного образования С-С связи.

11.1.2. Применение ТАДДОЛов в асимметрическом органическом катализе.

И.1.3. Использование производных БИНОЛа в асимметрическом органическом катализе.

II. 1.4. Применение производных фосфорной кислоты в асимметрическом органическом катализе.

11.2. Органический асимметрический катализ реакции триметилсилилциани-рования альдегидов и кетонов.

11.3. Энантиоселективная реакция Мукаямы.

11.4. Дополнительная активация кислотой Льюиса кислоты Бренседа.

11.5. Органокаталитическая энантиоселективная реакция Михаэля.

11.6. Использование производных (5)-пролина в асимметрической реакции альдольной конденсации.

Ш. Постановка задач и выбор объектов исследования.

IV. Обсуждение результатов.

IV.1. Синтез бисСад-ТАДДОЛов.

IV.2. Изучение каталитической активности бис-ТАДДОЛов в реакции триметилсилилцианирования бензальдегида.

IV.3. Реакция раскрытия циклогексеноксида различными нуклеофилами, катализируемая металлокомплексными соединениями.

IV.3.1. Изучение каталитичекой активности бис-ТАДДОЛов в реакции раскрытия оксиранового кольца циклогексеноксида TMSCN.

1У.4. Реакция Мукаямы, катализируемая бис-ТАДДОЛами.

1У,5. Применение катионов щелочных металлов как кислот Льюиса в асимметрическом катализе.

1У.5.1. Реакции присоединения ТМБСК к бензальдегиду и ацетофенону, катализируемые бис-ТАДДОЛами в присутствии сокатализаторов-солей щелочных металлов. ^

1У.5.2. Реакция трифторметилирования бензальдегида, катализируемая

ТАДДОЛами с добавкой КБ.

1У.5.3. Реакция раскрытия оксиранового кольца циклогексеноксида ТМБСМ, катализируемая бис-ТАДДОЛами в присутствии сокатализаторов-солей * щелочных металлов.

1У.5.4. Реакция раскрытия оксиранового кольца циклогексеноксида п-толуидином в присутствии сокатализаторов-солей щелочных металлов. ЮЗ

1У.6. Каталитическое асимметрическое протонирование в реакции Михаэля: присоединение диэтилового эфира малоновой кислоты к дегидроаланиновому субстрату, промотируемое моно- и бис-ТАДДОЛами.

1У.6.1. Реакция алкилирования производного аланина бензилбромидом в условиях межфазного катализа.

1У.7. Синтез производных (£)-пролина.

IV.7.1. Реакции, катализируемые производными (5)-пролина.

ГУ.7.2. Реакция альдольной конденсации, катализируемая производными

5)-пролина.

V. Экспериментальная часть.

VI. Выводы.

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