Total Synthesis of MyceliothermophinsC, D, and E

The total synthesis of cytotoxic polyketides myceliothermophinsE (1), C (2), and D (3) through a cascade-based cyclization to form the trans-fused decalin system is described. The convergent synthesis delivered all three natural products through late-stage divergence and facilitated unambiguous C21...

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Bibliographic Details
Published in:	Angewandte Chemie International Edition Vol. 53; no. 41; pp. 10970 - 10974
Main Authors:	Nicolaou, K C, Shi, Lei, Lu, Min, Pattanayak, Manas R, Shah, Akshay A, Ioannidou, Heraklidia A, Lamani, Manjunath
Format:	Journal Article
Language:	English
Published:	Weinheim Wiley Subscription Services, Inc 06-10-2014
Edition:	International ed. in English
Subjects:	Cascades Crystallography Decalin Divergence Forges Natural products Precursors Synthesis X-rays
Online Access:	Get full text
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Summary:	The total synthesis of cytotoxic polyketides myceliothermophinsE (1), C (2), and D (3) through a cascade-based cyclization to form the trans-fused decalin system is described. The convergent synthesis delivered all three natural products through late-stage divergence and facilitated unambiguous C21 structural assignments for 2 and 3 through X-ray crystallographic analysis, which revealed an interesting dimeric structure between its enantiomeric forms. [PUBLICATION ABSTRACT]
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201406815