Total Synthesis and Stereochemical Revision of Acortatarins A and B

被引：50
|
作者：
Sudhakar, Gangarajula [1 ]
Kadam, Vilas D. [1 ]
Bayya, Shruthi [1 ]
Pranitha, Gavinolla [2 ]
Jagadeesh, Bharatam [2 ]
机构：
[1] CSIR Indian Inst Chem Technol, Organ Chem Div 2, Hyderabad 500607, Andhra Pradesh, India
[2] CSIR Indian Inst Chem Technol, Ctr Nucl Magnet Resonance, Hyderabad 500607, Andhra Pradesh, India
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 20期
关键词：
ABSOLUTE-CONFIGURATION; SECONDARY ALCOHOLS; 2,5-BIS(HYDROXYMETHYL)PYRROLE; NUCLEOSIDES; TRIPYRRANE;
D O I：
10.1021/ol202121k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A first total synthesis of acortatarins A, B, and an enantiomer of the proposed structure of acortatarin B Is described by using readily available D-sugars. This convergent total synthesis revealed the revision of the absolute configuration of acortatarin A and structural revision of acortatarin B. The key steps involved are regioselective epoxide opening with deprotonated 2,5-disubstituted pyrrole and spiroketalization.
引用
收藏
页码：5452 / 5455
页数：4
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