Literature DB >> 17877402

Enantioselective synthesis of (-)-cis-clavicipitic acid.

Jin-Mo Ku1, Byeong-Seon Jeong, Sang-sup Jew, Hyeung-geun Park.   

Abstract

An enantioselective synthetic method for (-)-cis-clavicipitic acid (1) was reported. 1 was obtained in 10 steps (99% ee and 20% overall yield) from 1H-indole-3-carboxylic acid methyl ester (9) via asymmetric phase-transfer catalytic alkylation and diastereoselective Pd(II)-catalyzed intramolecular aminocyclization as key steps.

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Year:  2007        PMID: 17877402     DOI: 10.1021/jo071162h

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Gold(I)-catalyzed intramolecular amination of allylic alcohols with alkylamines.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2011-02-11       Impact factor: 6.005

2.  Enzyme-Catalyzed Azepinoindole Formation in Clavine Alkaloid Biosynthesis.

Authors:  Kuan-Lin Chen; Chen-Yu Lai; Mai-Truc Pham; Rong-Jie Chein; Yi Tang; Hsiao-Ching Lin
Journal:  Org Lett       Date:  2020-04-03       Impact factor: 6.005

Review 3.  Total synthesis, biosynthesis and biological profiles of clavine alkaloids.

Authors:  Stephanie R McCabe; Peter Wipf
Journal:  Org Biomol Chem       Date:  2016-05-24       Impact factor: 3.876

  3 in total

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