Tetrahedron

Claisen orthoester rearrangement in the direct preparation of Z-isositsirikine and Z-geissoschizine derivatives possessing the right oxidation state at C-17

M Lounasmaa, P Hanhinen, R Jokela

文献索引：Lounasmaa, Mauri; Hanhinen, Pirjo; Jokela, Reija Tetrahedron, 1995 , vol. 51, # 31 p. 8623 - 8648

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被引用次数: 11

摘要

The Claisen orthoester rearrangement utilizing allylic alcohol 1 (or 2) and trimethyl 3- methoxyortbopropionate 13a leads to Z-isositsirikine derivatives 21a–22a (or 23a–24a) possessing one RO-function at C-17. In the cases of trialkyl 3, 3-dialkoxyorthopropionates [triethyl 3, 3-diethoxyorthopropionate 14b (or 3, 3-diethoxymethylketene diethylacetal 20b) and trimethyl 3, 3-dimethoxyorthopropionate 14 a (or 3, 3-dimethoxymethylketene ...