The Absolute Configuration for Inthomycin C: Revision of Previously Published Work with a Reinstatement of the (3R)-Configuration for (-)-Inthomycin C

被引：18

作者：

Hae, Karl J. ^{[1
,2
]}

Hatakeyama, Susumi ^{[3
]}

Urabe, Fumiya ^{[3
]}

Ishihara, Jun ^{[3
]}

Manaviazar, Soraya ^{[1
,2
]}

Grabski, Milosz ^{[1
,2
]}

Maczka, Maciej ^{[1
,2
]}

机构：

[1] Queens Univ Belfast, Sch Chem & Chem Engn, Belfast BT9 5AG, Antrim, North Ireland

[2] Queens Univ Belfast, Ctr Canc Res & Cell Biol CCRCB, Belfast BT9 5AG, Antrim, North Ireland

[3] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 13期

关键词：

STREPTOMYCES-SP; PHTHOXAZOLIN;

D O I：

10.1021/ol501484t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereochemical evidence is presented to demonstrate that (-)-inthomycin C has (3R)- and not (3S)-stereo-chemistry. Careful reappraisal of the previously published work(2-5) now indicates that the Hatakeyama, Hale, Ryu, and Taylor teams all have synthesized (-)-(3R)-inthomycin C. The newly measured [alpha](D) of pure (-)-(3R)-inthomycin C (98% ee) is -7.9 (c 0.33, CHCl3) and not -41.5 (c 0.1, CHCl3) as was previously reported in 2012.

引用

页码：3536 / 3539

页数：4

共 9 条

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