螺旋霉素B假定结构的全合成：立体化学的重新指定。

Total synthesis of the proposed structure for spirofungin B: a reassignment of the stereochemistry.

作者信息

Zanatta Shannon D, White Jonathan M, Rizzacasa Mark A

机构信息

School of Chemistry, The University of Melbourne, Victoria 3010, Australia.

出版信息

Org Lett. 2004 Mar 18;6(6):1041-4. doi: 10.1021/ol049873e.

DOI:10.1021/ol049873e

PMID:15012095

Abstract

[structure: see text] The total synthesis of the proposed structure for spirofungin B (2) is described. The data for the synthetic material did not compare with that for the natural product leading to the conclusion that the structure 2 assigned for spirofungin B is incorrect. Analysis of the NMR data reported for spirofungins A and B as well as related spiroketals allowed for the reassignment of the stereochemistry of spirofungin B to be that corresponding to 15-epi-spirofungin A (27).

摘要

[结构：见正文] 本文描述了螺环真菌素B（2）的假定结构的全合成。合成材料的数据与天然产物的数据不一致，从而得出结论：为螺环真菌素B指定的结构2是不正确的。对报道的螺环真菌素A和B以及相关螺环缩酮的核磁共振数据进行分析后，重新确定了螺环真菌素B的立体化学结构，即与15-表-螺环真菌素A（27）相对应的结构。