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Total Synthesis of (+)‐Rutamarin
Author(s) -
Zhang YiNan,
Zhang ShiLei,
Ma Lei,
Zhang Yu,
Shen Xu,
Wang Wei,
Hu LiHong
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800396
Subject(s) - enantioselective synthesis , stereocenter , chemistry , sharpless asymmetric dihydroxylation , quaternary carbon , dihydroxylation , total synthesis , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
The first enantioselective total synthesis of (+)‐rutamarin ( 1 ) is described. The synthetic route features the highly enantioselective construction of the stereogenic center via the Sharpless asymmetric dihydroxylation (99% ee ), the facile assembly of quaternary carbon‐centered 3‐substituted side chain and high synthetic efficiency from readily available starting materials. Furthermore, the synthetic strategy could be readily adopted for the synthesis of (+)‐rutamarin analogues.
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