Beilstein J. Org. Chem.2010,6, 1206–1210, doi:10.3762/bjoc.6.138
diol. This development provides a basis for a stereocontrolled approach to the aminopolyol core of (−)-zwittermicin A using a bidirectional synthesis strategy.
Keywords: azide; bidirectional synthesis; cycloaddition; dialkoxydisiloxane; TIPDS; triazoline; triflic acid; zwittermicin A; Introduction
of the substrate-controlled diastereoselective addition of benzyl azide to an unsaturated bis(imide) has demonstrated that high diastereoselection is possible using an anti-1,3-diol scaffold. However, it is important to protect this diol as an 8-membered dialkoxydisiloxane instead of a more
PDF
Graphical Abstract
Scheme 1:
Retrosynthetic analysis outlining the stereocontrolled construction of the aminopolyol core of (−)-...