63846-76-4Relevant articles and documents
Desymmetrization of C2-Symmetric Bis(Boronic Esters) by Zweifel Olefinations
Linne, Yannick,Sch?nwald, Axel,Wei?bach, Sebastian,Kalesse, Markus
supporting information, p. 7998 - 8002 (2020/06/09)
anti-Configured 1,3-dimethyl deoxypropionate motifs are important sub structures in natural products. Herein, we describe a bidirectional approach for the rapid construction of natural products featuring such motifs by using C2-symmetrical 1,3-bis(boronic esters). As for its application in convergent syntheses it was important to establish a selective mono-Zweifel olefination we describe the scope and limitations by using different 1,3-bis(boronic esters) and nucleophiles. This protocol takes advantage of the combination of the Hoppe–Matteson–Zweifel chemistry, which was elegantly put into practice by Aggarwal et al. In order to show its applicability the total syntheses of two natural products, serricornin and (+)-invictolide, were performed.
Enantioselective α-arylation of O-carbamates via sparteine-mediated lithiation and Negishi cross-coupling
Royal, Titouan,Baumgartner, Yann,Baudoin, Olivier
supporting information, p. 166 - 169 (2017/11/27)
A general and highly enantioselective arylation of carbamates derived from primary alcohols was developed by combining Hoppe's sparteine-mediated asymmetric lithiation with Negishi cross-coupling. Coupled with Aggarwal's lithiation-borylation sequence, the current method provides a short and divergent access to a variety of enantioenriched secondary and tertiary benzylic alcohols.
Stereocontrolled asymmetric synthesis of syn-E-1,4-diol-2-enes using allyl boronates and its application in the total synthesis of solandelactone F
Robinson, Anna,Aggarwal, Varinder K.
supporting information; experimental part, p. 1795 - 1801 (2012/05/04)
The solandelactones A-H comprise a novel class of oxygenated fatty acids bearing an eight-membered lactone, trans cyclopropane, and a 2-ene-1,4-diol subunit. The relative stereochemistry of the 1,4-diol subunit is anti in solandelactones A, C, E & G, and