Synthesis of β-(2,2-diethoxyethyl)-substituted (allyl)tributylstannane and its application to asymmetric allylation


Citar

Texto integral

Acesso aberto Acesso aberto
Acesso é fechado Acesso está concedido
Acesso é fechado Somente assinantes

Resumo

Previously unknown tributyl-[(2-methylidene-4,4-diethoxy)butyl]stannane was prepared from diethyl acetal of 3-(bromomethyl)but-3-enal and was brought subsequently into a catalytic asymmetric Keck allylation of butanal in order to obtain optically active homoallylic alcohol. The use of activating additives [B(OBu)3 and CF3COOH] favors the process proceeding with high yields and enantioselectivity. An approach was suggested to the synthesis of С14–С21 fragments of amphidinolide Т applying tributyl[(2-methylidene-4,4-diethoxy)butyl]stannane in the key stage of building up the carbon scaffold.

Sobre autores

V. Masyuk

Belarus State University

Email: i.mineyeva@yandex.ru
Belarus, pr. Nezavisimosti 4, Minsk, 220030

I. Mineeva

Belarus State University

Autor responsável pela correspondência
Email: i.mineyeva@yandex.ru
Belarus, pr. Nezavisimosti 4, Minsk, 220030

Arquivos suplementares

Arquivos suplementares
Ação
1. JATS XML

Declaração de direitos autorais © Pleiades Publishing, Ltd., 2016