Literature DB >> 12790616

Efficient and practical method for synthesizing optically active indan-2-ols by the Ti(O-i-Pr)(4)/2 i-PrMgCl-mediated metalative Reppe reaction.

Takeshi Hanazawa1, Kousuke Sasaki, Yuuki Takayama, Fumie Sato.   

Abstract

An efficient and practical synthesis of optically active indan-2-ols 1 has been developed starting from readily accessible optically active 4-siloxy-1,6-alkadiynes 2 and ethynyl p-tolyl sulfone, where the metalative Reppe reaction mediated by an economical divalent titanium reagent, Ti(O-i-Pr)(4)/2 i-PrMgCl, is a key step.

Entities:  

Year:  2003        PMID: 12790616     DOI: 10.1021/jo034391m

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


  3 in total

1.  Studies Toward the Synthesis of (-)-Zampanolide: Preparation of the Macrocyclic Core.

Authors:  Dawn M Troast; Jiayi Yuan; John A Porco
Journal:  Adv Synth Catal       Date:  2008-07-09       Impact factor: 5.837

2.  An expeditious route to eight-membered heterocycles by nickel-catalyzed cycloaddition: low-temperature C(sp)2-C(sp)3 bond cleavage.

Authors:  Puneet Kumar; Kainan Zhang; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-17       Impact factor: 15.336

Review 3.  Zampanolide and dactylolide: cytotoxic tubulin-assembly agents and promising anticancer leads.

Authors:  Qiao-Hong Chen; David G I Kingston
Journal:  Nat Prod Rep       Date:  2014-09       Impact factor: 13.423

  3 in total

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