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Highly Stereoselective Syntheses of All 1,2,3‐ Me,OH,Me Triads via Asymmetric Hydrogenation Reactions
Author(s) -
Zhu Ye,
Burgess Kevin
Publication year - 2013
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.201200709
Subject(s) - chemistry , iridium , asymmetric hydrogenation , stereoselectivity , catalysis , enantioselective synthesis , combinatorial chemistry , stereochemistry , organic chemistry
Iridium‐catalyzed asymmetric hydrogenations of chiral alkenes were used to access four pivotal α,ω‐functionalized chirons, that contain widely occurring stereochemical 1,2,3‐ Me , OH,Me motifs. A chiral analogue of Crabtree’s catalyst was used in key hydrogenation steps to form these motifs with high stereochemical purities. An application of one of these chirons is illustrated here with a synthesis of (−)‐invictolide.