In:
Angewandte Chemie, Wiley, Vol. 129, No. 4 ( 2017-01-19), p. 1136-1139
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:
0044-8249
,
1521-3757
DOI:
10.1002/ange.201609332
Language:
English
Publisher:
Wiley
Publication Date:
2017
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514305-6
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505872-7
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1479266-7
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505867-3
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506259-7
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