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Formal Total Synthesis of (–)‐Raphidecursinol B
Author(s) -
Kumar Das Sanjit,
Kumar Das Sajal,
Panda Gautam
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000619
Subject(s) - chemistry , regioselectivity , enantioselective synthesis , total synthesis , formal synthesis , epoxide , sharpless asymmetric dihydroxylation , natural product , mitsunobu reaction , dihydroxylation , sharpless epoxidation , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
An efficient enantioselective formal total synthesis of antimalarial natural product (–)‐raphidecursinol B along with its all stereoisomers is described from commercially available 3,4,5‐trimethoxybenzaldehyde using the Sharpless asymmetric dihydroxylation, regioselective α‐tosylation, epoxide opening and Mitsunobu reaction as the key reaction steps.