Macrocyclization by Nickel-Catalyzed, Ester-Promoted, Epoxide-Alkyne Reductive Coupling: Total Synthesis of (−)-Gloeosporone
Ringing the changes: The total synthesis of the title compound centers around a novel strategy that employs a nickel(0)-phosphine complex and triethyl borane in an efficient closure of a 14-membered ring through C--C bond formation (see scheme; cod=cyclooctadiene). The synthesis was accomplished in...
Main Authors: | Trenkle, James D (Contributor), Jamison, Timothy F. (Contributor) |
---|---|
Other Authors: | Massachusetts Institute of Technology. Department of Chemistry (Contributor) |
Format: | Article |
Language: | English |
Published: |
Wiley Blackwell,
2013-11-13T14:21:44Z.
|
Subjects: | |
Online Access: | Get fulltext |
Similar Items
-
Phosphine-promoted cross-coupling reactions of propargylcopper reagents and alkenyl iodides and the total synthesis of (-)-gloeosporone via nickel-catalyzed epoxide-alkyne reductive macrocyclization
by: Trenkle, James D. (James Douglas)
Published: (2007) -
Origins of Regioselectivity and Alkene-Directing Effects in Nickel- Catalyzed Reductive Couplings of Alkynes and Aldehydes
by: Jamison, Timothy F., et al.
Published: (2012) -
Mechanism and Transition-State Structures for Nickel-Catalyzed Reductive Alkyne−Aldehyde Coupling Reactions
by: McCarren, Patrick R., et al.
Published: (2013) -
Ni(II) Salts and 2-Propanol Effect Catalytic Reductive Coupling of Epoxides and Alkynes
by: Beaver, Matthew G., et al.
Published: (2013) -
Enantioselective nickel-catalyzed reductive coupling reactions of alkynes and aldehydes. Synthesis of amphidinolides T1 and T4 via catalytic, stereoselective macrocyclizations
by: Colby Davie, Elizabeth A. (Elizabeth Anne)
Published: (2006)