The Preparation of (鈭?-Grandisine B from (+)-Grandisine D; A Biomimetic Total Synthesis or Formation of an Isolation Artefact?

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• 作者：James D. Cuthbertson ; Andrew A. Godfrey ; Richard J. K. Taylor
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：August 5, 2011
• 年：2011
• 卷：13
• 期：15
• 页码：3976-3979
• 全文大小：722K
• 年卷期：v.13,no.15(August 5, 2011)
• ISSN：1523-7052

文摘

An efficient new alkyne-acetal cyclization procedure has been developed to prepare enantiopure indolizidine building blocks from l-proline and then applied to prepare the Elaeocarpus-derived alkaloids grandisine B and grandisine D in an efficient manner. However, evidence is presented which indicates that grandisine B does not occur naturally but is formed by reaction of grandisine D with ammonia during the extraction/purification process.