Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore, 637371, Singapore.
Laboratoire de Chimie Moléculaire, CNRS, Ecole Polytechnique, Université Paris Saclay, 91128, Palaiseau, France.
Angew Chem Int Ed Engl. 2017 Feb 20;56(9):2449-2453. doi: 10.1002/anie.201611518. Epub 2017 Jan 24.
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.
在钴-手性双膦催化作用下，带有三取代烯基的 2-烯基苯甲醛发生分子内环氢酰化反应，立体选择性地合成了反式-2,3-二取代茚满酮。值得注意的是，无论起始原料的烯基的立体化学（E/Z 比）如何，都能诱导出很高的对映选择性。氘标记实验揭示了 E-和 Z-异构体的有效反应途径。
