An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrin1. Issue 33 (7th September 2015)

• Record Type: Journal Article
• Authors: Liao, Fu-Min; Liu, Yun-Lin; Yu, Jin-Sheng; Zhou, Feng; Zhou, Jian
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 33(2015)
• Page Start: 8906
• Page End: 8911
• Publication Date: 2015-09-07
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01125f
• Languages: English
• ISSNs: 1477-0520

Abstract

<abstract abstract-type="toc"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <graphic position="anchor" id="ga" xlink:href="ark:/27927/pgj2rw4xnjw" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" />We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.</p> </abstract>