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Literature DB >> 20024127

Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan.

Makoto Ebine¹, Yuto Suga, Haruhiko Fuwa, Makoto Sasaki.

Abstract

A catalytic amount of TEMPO in the presence of PhI(OAc)(2) effected oxidative lactonization of 1,6- and 1,7-diols, directly affording seven- and eight-membered lactones, respectively, in good yields.

Entities: Chemical

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Year: 2009 PMID： 20024127 DOI： 10.1039/b919673k

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

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Cited

2 in total

1. Total synthesis of cyanolide A in the absence of protecting groups, chiral auxiliaries, or premetalated carbon nucleophiles.

Authors: Andrew R Waldeck; Michael J Krische
Journal: Angew Chem Int Ed Engl Date: 2013-03-11 Impact factor: 15.336

2. A direct route to six and seven membered lactones via γ-C(sp³)-H activation: a simple protocol to build molecular complexity.

Authors: Jayabrata Das; Pravas Dolui; Wajid Ali; Jyoti Prasad Biswas; Hediyala B Chandrashekar; Gaurav Prakash; Debabrata Maiti
Journal: Chem Sci Date: 2020-08-19 Impact factor: 9.825

2 in total

Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan.

1. Total synthesis of cyanolide A in the absence of protecting groups, chiral auxiliaries, or premetalated carbon nucleophiles.

2. A direct route to six and seven membered lactones via γ-C(sp3)-H activation: a simple protocol to build molecular complexity.

2. A direct route to six and seven membered lactones via γ-C(sp³)-H activation: a simple protocol to build molecular complexity.