Premium
N‐Heterocyclic Carbene Catalyzed Oxidative Macrolactonization: Total Synthesis of (+)‐Dactylolide
Author(s) -
Lee Kiyoun,
Kim Hyoungsu,
Hong Jiyong
Publication year - 2012
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.201201653
Subject(s) - umpolung , carbene , cyanohydrin , tetrahydropyran , chemistry , alkylation , catalysis , total synthesis , combinatorial chemistry , stereochemistry , organic chemistry , ring (chemistry) , nucleophile
Three key steps constitute the total synthesis of (+)‐dactylolide: the 1,6‐oxa conjugate addition reaction of a 2,4‐dienal for the facile synthesis of the 2,6‐ cis ‐2‐(4‐oxo‐2‐butenyl)tetrahydropyran subunit, the umpolung alkylation reaction of a cyanohydrin, and the NHC‐catalyzed oxidative macrolactonization reaction for the synthesis of the 20‐membered macrocyle. NHC=N‐heterocyclic carbene.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom