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An Approach to the Carbon Backbone of Bielschowskysin, Part 2: Non‐Photochemical Strategy
Author(s) -
Farcet JeanBaptiste,
Himmelbauer Martin,
Mulzer Johann
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300870
Subject(s) - chemistry , stereoselectivity , diterpene , natural product , carbon fibers , stereochemistry , total synthesis , organic chemistry , catalysis , materials science , composite number , composite material
The stereocontrolled synthesis of complex and highly substituted polycyclic synthetic precursor 2 of the diterpene bielschowskysin is presented. Key steps include a regio‐ and stereoselective hydroalumination as well as an optimized Cr/Ni‐mediated carbon–carbon bond formation between two complex fragments to establish the northern hemisphere of the natural product.