In:
Angewandte Chemie International Edition, Wiley, Vol. 56, No. 4 ( 2017-01-19), p. 1116-1119
Abstract:
A palladium‐catalyzed asymmetric allyl–allyl cross‐coupling of acetates of racemic Morita–Baylis–Hillman adducts and allylB(pin) has been developed using a spiroketal‐based bis(phosphine) as the chiral ligand, thus affording a series of chiral 1,5‐dienes bearing a vinylic ester functionality in good yields, high branched regioselectivities, and uniformly excellent enantioselectivities (95–99 % ee). Further synthetic manipulations of the allylation products provided novel ways for rapid access to a range of chiral polycyclic lactones and polycyclic lactams, as well as the antidepressant drug (−)‐Paroxetine, in high optical purities.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.201609332
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7