Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 9, Pages 2449-2453Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201611518
Keywords
asymmetric synthesis; C-H activation; cobalt; cyclizations; hydroacylation
Categories
Funding
- Singapore Ministry of Education [RG 5/14]
- Nanyang Technological University
- JST, CREST
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Enantio- and diastereoselective synthesis of trans-2,3-disubstituted indanones is achieved by intramolecular hydroacylation of 2-alkenylbenzaldehydes bearing trisubstituted alkenyl groups under cobalt-chiral diphosphine catalysis. Notably, a high level of enantioselectivity is induced regardless of the stereochemistry (E/Z ratio) of the alkenyl group of the starting material. Deuterium-labeling experiments shed light on the productive reaction pathways of the E- and Z-isomers.
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