In:
Angewandte Chemie, Wiley, Vol. 133, No. 30 ( 2021-07-19), p. 16791-16796
Kurzfassung:
An asymmetric photoenolization/Diels–Alder (PEDA) reaction between electron‐rich 2‐methylbenzaldehydes and unsaturated γ‐lactones was developed to directly construct the basic tricyclic core of aryltetralin lactone lignans. This methodology enabled the first asymmetric total synthesis of aglacins A, B, and E and revision of the absolute configuration of these natural lignans. The strategy was also used to prepare the naturally occurring aryldihydronaphthalene‐type lignans (−)‐7,8‐dihydroisojusticidin B and (+)‐linoxepin in four and six steps, as well as 27 natural‐product‐like molecules containing a C8′ quaternary center. We believe that the synthetic aglacins and small‐molecule library provide new opportunities to carry out the SAR studies of the podophyllotoxin family of natural products.
Materialart:
Online-Ressource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v133.30
DOI:
10.1002/ange.202105395
Sprache:
Englisch
Verlag:
Wiley
Publikationsdatum:
2021
ZDB Id:
505868-5
ZDB Id:
506609-8
ZDB Id:
514305-6
ZDB Id:
505872-7
ZDB Id:
1479266-7
ZDB Id:
505867-3
ZDB Id:
506259-7
