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Total Syntheses of Isomeric Spiroacetal Marine Natural Products Attenols A and B
Author(s) -
Kumar Vemula Praveen,
Kavitha Nerella,
Chandrasekhar Srivari
Publication year - 2013
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.201300703
Subject(s) - chemistry , total synthesis , regioselectivity , dihydroxylation , stereoselectivity , stereochemistry , sharpless asymmetric dihydroxylation , palladium , organic chemistry , enantioselective synthesis , catalysis
The convergent total synthesis of two marine natural products, attenols A and B is achieved with excellent stereocontrol. The synthetic route is based on an enantio‐ and regioselective Sharpless dihydroxylation, palladium(0)‐catalyzed reduction to form δ‐hydroxy‐1‐enoates, stereoselective m CPBA‐mediated epoxidation, and Julia–Kocienski olefination.