V. S. Masyuk, I. V. Mineeva
Apr 5, 2016
Citations
1
Influential Citations
2
Citations
Journal
Russian Journal of Organic Chemistry
Abstract
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.