A formal total synthesis of virantmycin:: A modular approach towards tetrahydroquinoline natural products
A formal total synthesis of virantmycin:: A modular approach towards tetrahydroquinoline natural products
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DOI:
10.1002/ejoc.200600635
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发表时间:
2006-10-27
影响因子:
2.8
通讯作者:
Brase, Stefan
中科院分区:
文献类型:
--
作者:
Keck, Daniel;Vanderheiden, Sylvia;Brase, Stefan
A synthesis of an advanced intermediate towards the racemic form of the antiviral agent virantmycin has been developed featuring an intramolecular aza-xylylene Diels-Alder reaction. The required arylthiocarbamate has been constructed using an efficient oxidative cyclization strategy. A novel synthetic approach to chlorine-substituted allylic alcohols using an unprecedented palladium-catalyzed cross-coupling reaction of alpha,beta-unsaturated ketones and protected propargylic alcohols is reported. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).