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Cover Feature: Desymmetrization of C 2 ‐Symmetric Bis(Boronic Esters) by Zweifel Olefinations (Chem. Eur. J. 36/2020)
Author(s) -
Linne Yannick,
Schönwald Axel,
Weißbach Sebastian,
Kalesse Markus
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202001525
Subject(s) - desymmetrization , chemistry , combinatorial chemistry , transformation (genetics) , cover (algebra) , stereochemistry , organic chemistry , enantioselective synthesis , catalysis , engineering , mechanical engineering , biochemistry , gene
Bidirectional syntheses of C2‐symmetrical intermediates is an important concept for constructing stereochemical scaffolds of natural products. In particular, the synthesis of deoxygenated segments of polyketides poses a particular challenge to synthetic strategies. On this background, the mono‐Zweifel Olefination of C 2 ‐symmetrical 1,3‐bis(boronic esters) serves as the transformation in the desymmetrization step. This work shows the practicality of this concept on the synthesis of serricornin and (+)‐invictolide. Giada Tedesco and Lucas Millbrodt are acknowledged for generating this artwork. More information can be found in the Communication by M. Kalesse et al. on page 7998.