La Cruz Thomas E, Rychnovsky Scott D
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, Irvine, California 92697-2025, USA.
Org Lett. 2005 Apr 28;7(9):1873-5. doi: 10.1021/ol050589c.
[reaction: see text] A reductive decyanation approach to the synthesis of the core of spirofungin B has been developed. Spirofungin B has only one anomeric stabilization in the spiroacetal and was isolated along with its spiroacetal epimer, spirofungin A. The cyclization precursor was constructed from readily available starting materials. The reductive cyclization reaction was both efficient and stereoselective. The reductive cyclization strategy to spiroacetals is convergent and effective.
[反应：见正文] 已开发出一种用于合成螺旋霉素B核心的还原脱氰方法。螺旋霉素B在螺缩醛中只有一种端基异构化稳定作用，并且与其螺缩醛差向异构体螺旋霉素A一起被分离出来。环化前体由易得的起始原料构建而成。还原环化反应既高效又具有立体选择性。合成螺缩醛的还原环化策略是收敛且有效的。
