Open AccessChemoenzymatic Approaches to Lycorine-Type Amaryllidaceae Alkaloids: Total Syntheses of ent-Lycoricidine, 3-epi-ent-Lycoricidine, and 4-Deoxy-3-epi-ent-lycoricidine
Author(s) -
Maria Matveenko,
Okanya J. Kokas,
Martin G. Banwell,
Anthony C. Willis
Publication year - 2007
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol701552r
Subject(s) - lycorine , chemistry , amaryllidaceae , amaryllidaceae alkaloids , enantiomer , alkaloid , stereochemistry , total synthesis , botany , biology
The readily available and enzymatically derived cis-1,2-dihydrocatechol 4 has been elaborated, over 11 steps including an Overman rearrangement, into the non-natural enantiomer, (-)-1, of the alkaloid lycoricidine [(+)-1]. Related chemistries have provided analogues 18, 19, and 26.
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