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- Title
Palladium‐Catalyzed Enantioselective Alkenylation of Enelactams Using a Relay Heck Strategy.
- Authors
Yuan, Qianjia; Sigman, Matthew S.
- Abstract
In this report, a palladium‐catalyzed redox‐relay Heck process to access optically active alkenylated α,β‐unsaturated lactams is described. Under mild reaction conditions, electron‐deficient alkenyl triflates and electron‐rich alkenyl iodonium salts undergo enantioselective and site‐selective coupling with enelactams to deliver the products in high yields and excellent enantioselectivities. Furthermore, the products allow facile access to natural products such as ( )‐calvine and ( )‐2‐epicalvine in addition to the bioactive molecule aza‐goniothalamin.
- Subjects
ALKENYLATION; NATURAL products; IODONIUM salts; LACTAMS; HECK reaction
- Publication
Chemistry - A European Journal, 2019, Vol 25, Issue 46, p10823
- ISSN
0947-6539
- Publication type
Academic Journal
- DOI
10.1002/chem.201902813