Concise Total Synthesis of (−)-Myxalamide A

The MIDA touch: A concise and highly convergent protecting‐group‐free total synthesis of (−)‐myxalamide A involves a stereoselective vinylogous Mukaiyama aldol reaction of a vinylketene silyl N,O‐acetal, together with a one‐pot Stille/Suzuki–Miyaura cross‐coupling reaction using Burke's N‐methy...

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Veröffentlicht in:	Angewandte Chemie International Edition 2012-07, Vol.51 (29), p.7271-7274
Hauptverfasser:	Fujita, Kazuhiro, Matsui, Ryosuke, Suzuki, Takahiro, Kobayashi, Susumu
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes - chemistry aldol reaction Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry cross-coupling Myxococcus xanthus - chemistry polyene antibiotics Polyenes - chemical synthesis Polyenes - chemistry protecting-group-free synthesis Stereoisomerism total synthesis
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Beschreibung
Zusammenfassung:	The MIDA touch: A concise and highly convergent protecting‐group‐free total synthesis of (−)‐myxalamide A involves a stereoselective vinylogous Mukaiyama aldol reaction of a vinylketene silyl N,O‐acetal, together with a one‐pot Stille/Suzuki–Miyaura cross‐coupling reaction using Burke's N‐methyliminodiacetic acid (MIDA) boronate to connect left‐ and right‐hand fragments of the molecule (see scheme).
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201203093