In:
Angewandte Chemie, Wiley, Vol. 130, No. 14 ( 2018-03-26), p. 3863-3867
Abstract:
Total syntheses of the proposed and correct structures of iriomoteolide‐2a, a cytotoxic marine macrolide natural product with an unusual 23‐membered macrolactone skeleton, have been accomplished for the first time. The synthesis of the correct structure involves an asymmetric epoxidation/diepoxide cyclization cascade for the construction of the bis(tetrahydrofuran) moiety, a Suzuki–Miyaura coupling for the fragment assembly, and a ring‐closing metathesis for the closure of the macrocyclic backbone. In addition, the original stereochemical assignment of iriomoteolide‐2a was revised.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v130.14
DOI:
10.1002/ange.201800507
Language:
English
Publisher:
Wiley
Publication Date:
2018
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505868-5
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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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