Details

Autor(en) / Beteiligte

• Cheng, Hang
• Xu, Liang
• Chen, De-Lin
• Chen, Qiao-Hong
• Wang, Feng-Peng

Titel

Construction of functionalized B/C/D ring system of C 19-diterpenoid alkaloids via intramolecular Diels–Alder reaction followed by Wagner–Meerwein rearrangement

Ist Teil von

• Tetrahedron, 2012-01, Vol.68 (4), p.1171-1176

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

2012

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A concise strategy for construction of B/C/D ring system of C 19-diterpenoid alkaloids was described, which features a highly diastereoselective intramolecular Diels–Alder reaction of masked o-benzoquinone and an efficient Wagner–Meerwein 1,2-shift rearrangement. The functional group transformations of rearrangement product 19 demonstrate a potential for stereoselective installation of oxygen functions on D-ring of many type of C 19-diterpenoid alkaloids. [Display omitted]