The Hendrickson reagent and the Mitsunobu reaction: a mechanistic studyElectronic supplementary information (ESI) available: (1) 1H and 13C NMR spectra of 4-chlorobenzyl thioacetate 3 and 4-chlorobenzyl azide 4. (2) 1H NMR stack spectra of alkene region of menthenes 5a?5b formed by (a) thermolysis of menthol diphenylphosphate ester;21 (b) Mitsunobu reagents (Organic Syntheses conditions);16 (c) Hendrickson reagent (Table 1, entry 3) and (d) Hendrickson reagent (Table 1, entry 8). (3) 31P spectra of Mitsunobu reactions performed in the presence of (a) diisopropylethylammonium triflate; (b) diisopropylethylammonium triflate and diisopropylethylamine (2 eq.) and (c) tetrabutylammonium triflate. (4) 1H and 1H{31P} NMR spectra of (?)-menthoxytriphenylphosphonium triflate 11, H3. (5) Table 2 ? raw data for Fig. 3. See http://www.rsc.org/suppdata/ob/b3/b305375j/

✍ Scribed by Elson, Kathryn E.; Jenkins, Ian D.; Loughlin, Wendy A.

• Book ID: 120296464
• Publisher: Royal Society of Chemistry
• Year: 2003
• Tongue: English
• Weight: 169 KB
• Volume: 1
• Category: Article
• ISSN: 1477-0520
• DOI: 10.1039/B305375J