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  • Total synthesis of aspercyclides A and B via intramolecular oxidative diaryl ether formation.

Total synthesis of aspercyclides A and B via intramolecular oxidative diaryl ether formation.

Organic letters (2012-08-09)
Tatsuya Yoshino, Itaru Sato, Masahiro Hirama
PMID22871235
ABSTRACT

A highly efficient total synthesis of the 11-membered cyclic aspercyclides A (1) and B (2) has been achieved by chemo- and regioselective intramolecular oxidative C-O bond formation from differently substituted diphenols.

MATERIALS
Product Number
Brand
Product Description
91238
Supelco
Diethyl ether, analytical standard
296082
Sigma-Aldrich
Diethyl ether, contains 1 ppm BHT as inhibitor, anhydrous, ≥99.7%
179272
Sigma-Aldrich
Diethyl ether
309966
Sigma-Aldrich
Diethyl ether, suitable for HPLC, ≥99.9%, inhibitor-free
676845
Sigma-Aldrich
Diethyl ether, ACS reagent, ≥98.0%, contains ≤2% ethanol and ≤10ppm BHT as inhibitor
346144
Sigma-Aldrich
Diethyl ether, reagent grade, ≥98%, contains ≤2% ethanol and ≤10ppm BHT as inhibitor
673811
Sigma-Aldrich
Diethyl ether, anhydrous, ACS reagent, ≥99.0%, contains BHT as inhibitor
346136
Sigma-Aldrich
Diethyl ether, ACS reagent, anhydrous, ≥99.0%, contains BHT as inhibitor