In:
Angewandte Chemie, Wiley, Vol. 134, No. 38 ( 2022-09-19)
Abstract:
A unified strategy for the biomimetic total synthesis of the spiroindimicin family of natural products was reported. Key transformations include a one‐pot two‐enzyme‐catalyzed oxidative dimerization of L‐tryptophan/5‐chloro‐L‐tryptophan to afford the bis‐indole precursors chromopyrrolic acid/5′,5′′‐dichloro‐chromopyrrolic acid, and regioselective C3′−C2′′ and C3′−C4′′ bond formation converting a common bis‐indole skeleton to two skeletally different natural products, including (±)‐spiroindimicins D and G with a [5,5] spiro‐ring skeleton, and (±)‐spiroindimicins A and H with a [5,6] spiro‐ring skeleton, respectively.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v134.38
DOI:
10.1002/ange.202208802
Language:
English
Publisher:
Wiley
Publication Date:
2022
detail.hit.zdb_id:
505868-5
detail.hit.zdb_id:
506609-8
detail.hit.zdb_id:
514305-6
detail.hit.zdb_id:
505872-7
detail.hit.zdb_id:
1479266-7
detail.hit.zdb_id:
505867-3
detail.hit.zdb_id:
506259-7
Permalink