Enantioselective Synthesis of Arglabin | Zendy

Kalidindi Srinivas | Zendy; Jeong Won Boo | Zendy; Schall Andreas | Zendy; Bandichhor Rakeshwar | Zendy; Nosse Bernd | Zendy; Reiser Oliver | Zendy

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Enantioselective Synthesis of Arglabin

Author(s) -

Kalidindi Srinivas,

Jeong Won Boo,

Schall Andreas,

Bandichhor Rakeshwar,

Nosse Bernd,

Reiser Oliver

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200701584

Subject(s) - enantioselective synthesis , cyclopropanation , metathesis , stereochemistry , stereoselectivity , ring closing metathesis , ring (chemistry) , natural product , chemistry , combinatorial chemistry , catalysis , organic chemistry , polymerization , polymer

Closing the ring : The first enantioselective synthesis of the guanianolide natural product arglabin and its dimethylamino adduct, which shows promising results in the treatment of various tumors, has been achieved. Key steps include a Cu I ‐catalyzed asymmetric cyclopropanation, a stereoselective Sakurai allylation with a retroaldol/lactonization cascade, and a second Sakurai allylation with ring‐closing metathesis (RCM).

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