Synthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy
摘要:
The first synthesis of a dimeric pyranonaphthoquinone 16 which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin 1 and crisamycin 3, is described. The key biaryl 8 is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
Synthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy
摘要:
The first synthesis of a dimeric pyranonaphthoquinone 16 which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin 1 and crisamycin 3, is described. The key biaryl 8 is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described. (C) 1998 Elsevier Science Ltd. All rights reserved.